bluuebunny/crossref_metadata_2025_split huggingface dataset:
Cyclopentanones from Carboxylic Acids via IntramolecularAcylation of Alkylsilanes: 2‐Methyl‐2‐Vinylcyclopentanone
Authors: Kuwajima Isao , Urabe Hirokazu 
Published: November 2003

Abstract

Cyclopentanones from carboxylic acids via intramolecular acylation of alkylsilanes: 2‐methyl‐2‐vinylcyclopentanone

intermediate: 1‐iodo‐3‐trimethylsilylpropane 1

intermediate: crude acid 3

product: 2‐methyl‐2‐vinylcyclopentanone
Reduction of carboxylic acids to aldehydes: 6‐Oxodecanal
Authors: Fujisawa Tamotsu , Sato Toshio 
Published: November 2003

Abstract

Reduction of carboxylic acids to aldehydes: 6‐Oxodecanal

reactant: 3.07 (0.042 mol) of N,N‐dimethylformamide

reactant: 7.45 g (0.04 mol) of 6‐oxodecanoic acid

product: 6‐oxodecanal
2‐Propyl‐1‐Azacycloheptane from Cyclohexanone Oxime
Authors: Maruoka Keiji , Nakai Shuichi , Yamamoto Hisashi 
Published: November 2003

Abstract

2‐Propyl‐1‐azacycloheptane from cyclohexanone oxime

intermediate: cyclohexanone oxime methanesulfonate

product: 2‐propyl‐1‐azacycloheptane
Telomerization of Isoprene with Dialkylamine:
N,N
‐Diethylnerylamine
Authors: Takabe Kunihiko , Yamada Takashi , Katagiri Takao , Tanaka Juntaro 
Published: November 2003

Abstract

Telomerization of isoprene with dialkylamine:
N,N
‐diethylnerylamine

product:
N,N
‐diethylnerylamine

product:
N,N
‐dimethylnerylamine

product:
N,N
‐dipropylnerylamine
Ethyl 5‐Oxo‐6‐Methyl‐6‐Heptenoate from Methacryloyl Chloride and Ethyl 4‐Iodobutyrate
Authors: Tamaru Yoshinao , Ochiai Hirofumi , Nakamura Tatsuya , Yoshida Zen‐ichi 
Published: November 2003

Abstract

Ethyl 5‐oxo‐6‐methyl‐6‐heptenoate from methacryloyl chloride and ethyl 4‐iodobutyrate

reactant: 13.8 g (57 mmol) of ethyl 4‐iodobutyrate

product: ethyl 5‐oxo‐6‐methyl‐6‐heptenoate
1,4‐Functionalization of 1,3‐Dienes via Palladium‐Catalyzed Chloroacetoxylation and Allylic Amination: 1‐Acetoxy‐4‐Diethylamino‐2‐Butene and 1‐Acetoxy‐4‐Benzylamino‐2‐Butene
Authors: Nyström J. E. , Rein T. , Bäckvall J. E. 
Published: November 2003

Abstract

1,4‐Functionalization of 1,3‐dienes via palladium‐catalyzed chloroacetoxylation and allylic amination: 1‐Acetoxy‐4‐diethylamino‐2‐butene and 1‐acetoxy‐4‐benzylamino‐2‐butene

intermediate: 1‐acetoxy‐4‐chloro‐2‐butene

product: E‐1‐acetoxy‐4‐diethylamino‐2‐butene

intermediate: 1‐Acetoxy‐4‐benzylamino‐2‐butene
Palladium(0)‐Catalyzed
syn
‐1,4‐Addition of Carboxylic Acids to Cyclopentadiene Monoepoxide:
cis
‐3‐Acetoxy‐5‐Hydroxycyclopent‐1‐Ene
Authors: Deardorff Donald R. , Myles David C. 
Published: November 2003

Abstract

Palladium(0)‐catalyzed
syn
‐1,4‐addition of carboxylic acids to cyclopentadiene monoepoxide:
cis
‐3‐acetoxy‐5‐hydroxycyclopent‐1‐ene

product:
cis
‐3‐acetoxy‐5‐hydroxycyclopent‐1‐ene

product: 4‐Acetoxy‐2‐cyclopentenone
Ethynyl
p
‐Tolyl Sulfone
Authors: Waykole Liladhar , Paquette Leo A. 
Published: November 2003

Abstract

Ethynyl
p
‐tolyl sulfone

solvent: petroleum ether

intermediate: p‐tolyl 2‐(trimethylsilyl)ethynyl sulfone

product: Ethynyl p‐tolyl sulfone.
Reductive Annulation of Vinyl Sulfones: Bicyclo[4.3.0.]non‐1‐en‐4‐one
Authors: Lin Ho‐shen , Paquette Leo A. 
Published: November 2003

Abstract

Reductive annulation of vinyl sulfones: Bicyclo[4.3.0.]non‐1‐en‐4‐one

intermediate: 4‐Oxo‐1‐(phenylsulfonyl)‐cis‐bicyclo[4.3.0]non‐2‐ene.

product: Bicyclo[4.3.0]non‐1‐en‐4‐one.
Ethyl α‐(Hexahydroazepinylidene‐2)Acetate fromO‐Methylcaprolactim and Meldrum's Acid
Authors: Celerier J. P. , Deloisy‐Marchalant E. , Lhommet G. , Maitte P. 
Published: November 2003

AbstractEthyl α‐(hexahydroazepinylidene‐2)acetate fromO‐methylcaprolactim and meldrum's acidintermediate: 71.7 g (0.30 mol) of freshly recrystallized isopropylidene α‐(hexahydroazepinylidene‐2)malonateproduct: ethyl α‐(hexahydroazepinylidene‐2)acetate
3′‐Nitro‐1‐Phenylethanol by addition of Methyltriisopropoxytitanium to
m
‐Nitrobenzaldehyde
Authors: Imwinkelried René , Seebach Dieter 
Published: November 2003

Abstract

3′‐Nitro‐1‐Phenylethanol by addition of Methyltriisopropoxytitanium to
m
‐Nitrobenzaldehyde

product: 3′‐nitro‐1‐phenylethanol
Methyl 7‐Hydroxyhept‐5‐ynoate
Authors: Casy Guy , Patterson John W. , Taylor Richard J. K. 
Published: November 2003

Abstract

Methyl 7‐hydroxyhept‐5‐ynoate

intermediate: methyl 4‐bromo‐1‐butanimidate hydrochloride

intermediate: trimethyl ortho‐4‐bromobutanoate

product: methyl 7‐hydroxyhept‐5‐ynoate

byproduct: methyl 4‐(2‐propynyloxy)butanoate
3‐Hydroxy‐1‐cyclohexene‐1‐carboxaldehyde
Authors: Rigby H. L. , Neveu M. , Pauley D. , Ranu B. C. , Hudlicky T. 
Published: November 2003

Abstract

3‐Hydroxy‐1‐cyclohexene‐1‐carboxaldehyde

intermediate: 1‐(1,3‐Dithian‐2‐yl)‐2‐cyclohexen‐1‐ol (2)

product: 3‐Hydroxy‐1‐cyclohexene‐1‐carboxaldehyde (3)
4‐Chlorination of Electron‐Rich Benzenoid Compounds: 2,4‐Dichloromethoxybenzene
Authors: Smith John R. Lindsay , McKeer Linda C. , Taylor Jonathan M. 
Published: November 2003

Abstract

4‐Chlorination of electron‐rich benzenoid compounds: 2,4‐Dichloromethoxybenzene

intermediate:
N
‐chloromorpholine

product: 2,4‐dichloromethoxybenzene

byproduct: 2,6‐dichloromethoxybenzene (0.4–0.5%)

byproduct: 2,4,6‐trichloromethoxybenzene (0.4–0.6%)

product: 2‐Chloromethoxybenzene

product: 2‐Chlorophenol

product: 6‐Chloro‐2‐methylphenol

product: 4‐Chloro‐1,2‐dimethoxybenzene

product: 4‐Chloro‐3‐Methylphenol

product: 4‐Chloro‐1,3‐dimethoxybenzene

product: 4‐Chloro‐3‐methylmethoxybenzene

product: 4‐Chloro‐3,5‐dimethylphenol
Vicinal Dicarboxylation of an Alkene:
cis
‐1‐Methylcyclopentane‐1,2‐dicarboxylic Acid
Authors: Deprés Jean‐Pierre , Greene Andrew E. 
Published: November 2003

Abstract

Vicinal dicarboxylation of an alkene:
cis
‐1‐methylcyclopentane‐1,2‐dicarboxylic acid

intermediate: 7,7‐dichloro‐1‐methylbicyclo[3.2.0]heptan‐6‐one

product:
cis
‐1‐methylcyclopentane‐1,2‐dicarboxylic acid
Enantioselective Oxidation of a Sulfide: (
S
)‐(−)‐Methyl
p
‐Tolyl Sulfoxide
Authors: Zhao S. H. , Samuel O. , Kagan H. B. 
Published: November 2003

Abstract

Enantioselective Oxidation of a Sulfide: (
S
)‐(−)‐Methyl
p
‐Tolyl Sulfoxide

reactant: 5.35 mL, 6.19 g (0.030 mol) of (S,S)‐(−)‐diethyl tartrate (DET)

catalyst: Titanium(IV) isopropoxide, Ti(OiPr)4, (4.48 mL, 0.015 mol)

reactant: Methyl p‐tolyl sulfide (4.09 mL, 4.20 g, 0.030 mol)

product: (S)‐(−)‐methyl p‐tolyl sulfoxide

product: (R)‐(+)‐methyl p‐tolyl sulfoxide

product: (S)‐(−)‐methyl phenyl sulfoxide

product: (S)‐(−)‐methyl o‐methoxyphenyl sulfoxide
Directed Homogeneous Hydrogenation: Methyl
anti
‐3‐Hydroxy‐2‐Methylpentanoate
Authors: Brown John M. , Evans Phillip L. , James Alun P. 
Published: November 2003

Abstract

Directed homogeneous hydrogenation: methyl
anti
‐3‐hydroxy‐2‐methylpentanoate

product: Bicyclo[2.2.1]hepta‐2,5‐diene 1,4‐bis(diphenylphosphino)butanerhodium tri‐fluoromethanesulfonate

reactant: bicyclo[2.2.1]hepta‐2,5‐diene‐2,4‐pentanedionatorhodium (117.6 mg, 0.4 mmol)

intermediate: Methyl 3‐hydroxy‐2‐methylenepentanoate.

product: methyl dl‐anti‐3‐hydroxy‐2‐methylpentanoate

product: 2R,3R‐(−)‐methyl 3‐hydroxy‐2‐methylpentanoate

byproduct: S‐(−)‐methyl 3‐hydroxy‐2‐methylenepentanoate
1,4‐Di‐
O
‐Alkyl Threitols from Tartaric Acid: 1,4‐Di‐
O
‐Benzyl‐
L
‐Threitol
Authors: Mash Eugene A. , Nelson Keith A. , Van Deusen Shawne , Hemperly Susan B. 
Published: November 2003

Abstract

1,4‐Di‐
O
‐alkyl threitols from tartaric acid: 1,4‐di‐
O
‐benzyl‐
L
‐threitol

intermediate: Dimethyl 2,3‐
O
‐isopropylidene‐
L
‐tartrate.

reactant:
L
‐tartaric acid (101 g, 0.673 mol)

intermediate: 2,3‐Di‐
O
‐isopropylidene‐
L
‐threitol.

intermediate: 1,4‐di‐
O
‐benzyl‐2,3‐
O
‐isopropylidene‐
L
‐threitol

product: 1,4‐Di‐
O
‐benzyl‐
L
‐threitol
Palladium‐Catalyzed Coupling of Vinyl Triflates with Organostannanes: 4‐tert‐Butyl‐1‐Vinylcyclohexene and 1‐(4‐tert‐Butylcyclohexen‐1‐yl)‐2‐Propen‐1‐one
Authors: Scott William J. , Crisp G. T. , Stille J. K. 
Published: November 2003

AbstractPalladium‐catalyzed coupling of vinyl triflates with organostannanes: 4‐tert‐butyl‐1‐vinylcyclohexene and 1‐(4‐tert‐butylcyclohexen‐1‐yl)‐2‐propen‐1‐oneintermediate: 4‐tert‐Butylcyclohexen‐1‐yl trifluoromethanesulfonatereactant: 49.5 g (0.241 mol) of 2,6‐di‐tert‐butyl‐4‐methylpyridinereactant: 61.3 g (0.307 mol) of trimethyltin chlorideintermediate: 4.9 g of trimethylvinyltinproduct: 4‐tert‐Butyl‐1‐vinylcyclohexene.product: 1‐(4‐tert‐Butylcyclohexen‐1‐yl)‐2‐propen‐1‐one.
Intramolecular Cyclization of
cis,cis
‐1,5‐Cyclooctadiene Using Hypervalent Iodine: Bicyclo[3.3.0]octane‐2,6‐dione
Authors: Moriarty Robert M. , Duncan Michael P. , Vaid Radhe K. , Prakash Om 
Published: November 2003

Abstract

Intramolecular cyclization of
cis,cis
‐1,5‐cyclooctadiene using hypervalent iodine: bicyclo[3.3.0]octane‐2,6‐dione

intermediate: 2.6‐diacetoxybicyclo[3.3.0]octane

intermediate: bicyclo[3.3.0]octane‐2,6‐diol

product: bicyclo[3.3.0]octane‐2,6‐dione
(
Z
)‐4‐(Trimethylsilyl)‐3‐Buten‐1‐ol
Authors: Overman Larry E. , Brown Mark J. , McCann Stephen F. 
Published: November 2003

Abstract

(
Z
)‐4‐(Trimethylsilyl)‐3‐buten‐1‐ol

intermediate: 4‐(trimethylsilyl)‐3‐butyn‐1‐ol

product: (Z)‐4‐(trimethylsilyl)‐3‐buten‐1‐ol
Regioselective Synthesis of Tetrahydropyridines: 1‐(4‐Methoxyphenyl)‐1,2,5,6‐tetrahydropyridine
Authors: Overman Larry E. , Flann Chris J. , Malone Thomas C. 
Published: November 2003

AbstractRegioselective synthesis of tetrahydropyridines: 1‐(4‐methoxyphenyl)‐1,2,5,6‐tetrahydropyridineintermediate: (Z)‐4‐(trimethylsilyl)‐3‐butenyl 4‐methylbenzenesulfonatereactant: 41.5 g (0.337 mol) of 4‐methoxyanilineintermediate: N‐(4‐methoxyphenyl)‐(Z)‐4‐(trimethylsilyl)‐3‐butenamineproduct: 1‐(4‐methoxyphenyl)‐1,2,5,6‐tetrahydropyridine
Lipase‐catalyzed kinetic resolution of alcohols via chloroacetate esters: (−)‐(1
R
,2
S
)‐
trans
‐2‐phenylcyclohexanol and (+)‐(1
S
,2
R
)‐
trans
‐2‐Phenylcyclohexanol
Authors: Schwartz A. , Madan P. , Whitesell J. K. , Lawrence R. M. 
Published: November 2003

Abstract

Lipase‐catalyzed kinetic resolution of alcohols via chloroacetate esters: (−)‐(1
R
,2
S
)‐
trans
‐2‐phenylcyclohexanol and (+)‐(1
S
,2
R
)‐
trans
‐2‐phenylcyclohexanol

intermediate: 100 g (0.567 mol) of racemic trans‐2‐phenylcyclohexanol

intermediate: racemic trans‐2‐phenylcyclohexyl chloroacetate

product: (−)‐(1R,2S)‐trans‐2‐phenylcyclohexanol

byproduct: (−)‐(1S,2R)‐trans‐2‐phenylcyclohexyl chloroacetate

byproduct: (−)‐(1R,2S)‐trans‐2‐phenylcyclohexanol

product: (+)‐(1S,2R)‐trans‐2‐phenylcyclohexanol
EnantioselectiveSaponification with Pig Liver Esterase (PLE): (1S,2S,3R)‐3‐Hydroxy‐2‐nitrocyclohexyl Acetate
Authors: Eberle Martin , Missbach Martin , Seebach Dieter 
Published: November 2003

AbstractEnantioselective saponification with pig liver esterase (PLE): (1S,2S,3R)‐3‐hydroxy‐2‐nitrocyclohexyl acetateintermediate: (1R,2r,3S)‐2‐Nitrocyclohexane‐1,3‐diolintermediate: (1R,2r,3S)‐3‐Acetoxy‐2‐nitrocyclohexyl acetateproduct: (1R,2r,3S)‐3‐hydroxy‐2‐nitrocyclohexyl acetate
erythro‐Directed Reduction of a β‐Keto Amide: Erythro‐1‐(3‐hydroxy‐2‐methyl‐3‐phenylpropanoyl)piperidine
Authors: Fujita M. , Hiyama T. 
Published: November 2003

Abstracterythro‐Directed reduction of a β‐keto amide: erythro‐1‐(3‐hydroxy‐2‐methyl‐3‐phenylpropanoyl)piperidineintermediate: 1‐(2‐benzoylpropanoyl)piperidineproduct: erythrol‐1‐(3‐Hydroxy‐2‐methyl‐3‐phenylpropanoyl)piperidinecatalyst: tris(diethylamino)sulfonium difluorotrimethylsilicateproduct: threo‐1‐(3‐Hydroxy‐2‐methyl‐3‐phenylpropanoyl)piperidine
Enol ethers by methylenation of esters: 1‐Phenoxy‐1‐Phenylethene and 3,4‐Dihydro‐2‐Methylene‐2
H
‐1‐Benzopyran
Authors: Pine Stanley H. , Kim Gia , Lee Virgil 
Published: November 2003

Abstract

Enol ethers by methylenation of esters: 1‐Phenoxy‐1‐Phenylethene and 3,4‐Dihydro‐2‐Methylene‐2
H
‐1‐Benzopyran

product: 1‐phenoxy‐1‐phenylethene

product: 3,4‐dihydro‐2‐methylene‐2H‐1‐benzopyran
Conversion of Esters to Allylsilanes: Trimethyl(2‐Methylene‐4‐Phenyl;3‐Butenyl)Silane
Authors: Bunnelle William H. , Narayanan B. A. 
Published: November 2003

Abstract

Conversion of Esters to Allylsilanes: Trimethyl(2‐Methylene‐4‐Phenyl‐3‐Butenyl)Silane

product: trimethyl(2‐methylene‐4‐phenyl‐3‐butenyl)silane

byproduct: 3‐methyl‐1‐phenyl‐1,3‐butadiene
1‐Chloro‐1‐(Trichloroethenyl)Cyclopropane
Authors: Liese Thomas , Jaekel Frank , de Meijere Armin 
Published: November 2003

Abstract

1‐Chloro‐1‐(trichloroethenyl)cyclopropane

solvent: 350 mL of dry tetrachloroethylene

product: 1‐chloro‐1‐(trichloroethenyl)cyclopropane
Diazo Ketone Cyclization onto a Benzene Ring: 3,4‐Dihydro‐1(2
H
)‐azulenone
Authors: Scott Lawrence T. , Sumpter Chris A. 
Published: November 2003

Abstract

Diazo ketone cyclization onto a benzene ring: 3,4‐Dihydro‐1(2
H
)‐azulenone

intermediate: 1‐diazo‐4‐phenyl‐2‐butanone

product: 3,4‐Dihydro‐1(2
H
)‐azulenone.
Synthesis of
N
‐Protected α‐Amino Acids from N‐(Benzyloxycarbonyl)‐
L
‐Serine via its β‐Lactone: N
α
‐(Benzyloxycarbonyl)‐β‐(Pyrazol‐1‐yl)‐
L
‐Alanine
Authors: Pansare Sunil V. , Huyer Gregory , Arnold Lee D. , Vederas John C. 
Published: November 2003

Abstract

Synthesis of N‐protected α‐amino acids from N‐(benzyloxycarbonyl)‐
L
‐serine via its β‐lactone: N
α
‐(benzyloxycarbonyl)‐β‐(pyrazol‐1‐yl)‐
L
‐alanine

intermediate: N‐(benzyloxycarbonyl)‐L‐serine β‐lactone

product: Nα‐(benzyloxycarbonyl)‐β‐(pyrazol‐1‐yl)‐L‐alanine

product: pyrazolylalanine
(R,R)‐1,2‐Diphenyl‐1,2‐Ethanediol (Stilbene Diol)
Authors: McKee Blaine H. , Gilheany Declan G. , Sharpless K. Barry 
Published: November 2003

Abstract

(R,R)‐1,2‐diphenyl‐1,2‐ethanediol (stilbene diol)

product: (R,R)‐1,2‐diphenyl‐1,2‐ethanediol (stilbene diol)
3,4‐Diethylpyrrole and 2,3,7,8,12,13,17,18‐Octaethylporphyrin
Authors: Sessler Jonathan L. , Mozaffari Azadeh , Johnson Martin R. 
Published: November 2003

Abstract

3,4‐Diethylpyrrole and 2,3,7,8,12,13,17,18‐octaethylporphyrin

intermediate: 3‐nitro‐4‐hexanol

intermediate: 4‐acetoxy‐3‐nitrohexane

intermediate: ethyl 3,4‐diethylpyrrole‐2‐carboxylate (3)

product: 3,4‐diethylpyrrole

product: 2,3,7,8,12,13,17,18‐octaethylporphyrin
Preparation andDiels‐Alder Reaction of a Reactive, Electron‐Deficient Heterocyclic Azadiene: Dimethyl 1,2,4,5‐Tetrazine‐3,6‐Dicarboxylate. 1,2‐Diazine (Dimethyl 4‐Phenyl‐1,2‐Diazine‐3,6‐Dicarboxylate) and Pyrrole (Dimethyl 3‐Phenylpyrrole‐2,5‐Dicarboxylate) Introduction
Authors: Boger Dale L. , Panek James S. , Patel Mona 
Published: November 2003

AbstractPreparation and Diels‐Alder reaction of a reactive, electron‐deficient heterocyclic azadiene: dimethyl 1,2,4,5‐tetrazine‐3,6‐dicarboxylate. 1,2‐diazine (dimethyl 4‐phenyl‐1,2‐diazine‐3,6‐dicarboxylate) and pyrrole (dimethyl 3‐phenylpyrrole‐2,5‐dicarboxylate) introductionintermediate: Disodium dihydro‐1,2,4,5‐tetrazine‐3,6‐dicarboxylateintermediate: Dihydro‐1,2,4,5‐tetrazine‐3,6‐dicarboxylic acidintermediate: Dimethyl dihydro‐1,2,4,5‐tetrazine‐3,6‐dicarboxylateproduct: Dimethyl 1,2,4,5‐tetrazine‐3,6‐dicarboxylateproduct: Dimethyl 4‐phenyl‐1,2‐diazine‐3,6‐dicarboxylateproduct: Dimethyl 3‐phenylpyrrole‐2,5‐dicarboxylatebyproduct: methyl 3‐phenyl‐5‐carboxamidopyrrole‐2‐carboxylate
Synthesis of Furans via Rhodium(II) Acetate‐Catalyzed Reaction of Acetylenes with α‐Diazocarbonyls: Ethyl 2‐Methyl‐5‐Phenyl‐3‐Furancarboxylate
Authors: Davies Huw M. L. , Cantrell William R. , Romines Karen R. , Baum Jonathan S. 
Published: November 2003

Abstract

Synthesis of furans via rhodium(II) acetate‐catalyzed reaction of acetylenes with α‐diazocarbonyls: ethyl 2‐methyl‐5‐phenyl‐3‐furancarboxylate

reactant: p‐acetamidobenzenesulfonyl azide

intermediate: ethyl diazoacetoacetate

product: ethyl 2‐methyl‐5‐phenyl‐3‐furancarboxylate
Iodolactamization: 8‐exo‐Iodo‐2‐Azabicyclo[3.3.0]Octan‐3‐One
Authors: Knapp Spencer , Gibson Frank S. 
Published: November 2003

Abstract

Iodolactamization: 8‐exo‐iodo‐2‐azabicyclo[3.3.0]octan‐3‐one

intermediate: 2‐Cyclopentene‐1‐acetamide

intermediate: 8‐exo‐Iodo‐2‐azabicyclo[3.3.0]octan‐3‐one
4‐Benzyl‐10,19‐Diethyl‐4,10,19‐Triaza‐1,7,13,16‐Tetraoxacycloheneicosane (Triaza‐21‐Crown‐7)
Authors: Krakowiak Krzysztof E. , Bradshaw Jerald S. 
Published: November 2003

Abstract

4‐Benzyl‐10,19‐Diethyl‐4,10,19‐Triaza‐1,7,13,16‐Tetraoxacycloheneicosane (Triaza‐21‐Crown‐7)

intermediate: N‐[2‐(2‐Hydroxyethoxy)ethyl]acetamide

intermediate: N‐[2‐(2‐chloroethoxy)ethyl]acetamide

intermediate: 9‐benzyl‐3,9,15‐triaza‐6,12‐dioxaheptadecane

product: 4‐Benzyl‐10,19‐diethyl‐4,10,19‐triaza‐1,7,13,16‐tetraoxacycloheneicosane (triaza‐21‐crown‐7).
Tetrahydro‐3‐Benzazepin‐2‐ones by Lead Tetraacetate Oxidation of Isoquinoline Enamides: 7,8‐Dimethoxy‐1,3,4,5‐Tetrahydro‐2H‐3‐Benzazepin‐2‐one
Authors: Lenz George R. , Lessor Ralph A. 
Published: November 2003

Abstract

Tetrahydro‐3‐benzazepin‐2‐ones by lead tetraacetate oxidation of isoquinoline enamides: 7,8‐dimethoxy‐1,3,4,5‐tetrahydro‐2H‐3‐benzazepin‐2‐one

intermediate: 61 g (200 mmol) of N‐(tert‐butoxycarbonyl)‐6,7‐dimethoxy‐1‐methylene‐1,2,3,4‐tetrahydroisoquinoline

product: 7,8‐Dimethoxy‐1,3,4,5‐tetrahydro‐2H‐3‐benzazepin‐2‐one

intermediate: 32.1 g (100 mmol) of recrystallized N‐(tert‐butoxycarbonyl)‐7,8‐dimethoxy‐1,3,4,5‐tetrahydro‐2H‐3‐benzazepin‐2‐one

byproduct: tert‐butyl 2‐(2‐acetyl‐3,4‐dimethoxyphenyl) ethyl carbamate
2‐Substituted Pyrroles from N‐tert‐Butoxycarbonyl‐2‐Bromopyrrole: N‐tert‐Butoxycarbonyl‐2‐Trimethylsilylpyrrole
Authors: Chen Wha , Stephenson E. Kyle , Cava Michael P. , Jackson Yvette A. 
Published: November 2003

Abstract

2‐substituted pyrroles from N‐tert‐butoxycarbonyl‐2‐bromopyrrole: N‐tert‐butoxycarbonyl‐2‐trimethylsilylpyrrole

intermediate: N‐tert‐butoxycarbonyl‐2‐bromopyrrole (13.5 g, 54.9 mmol) in 40 mL of hexane

product: N‐tert‐butoxycarbonyl‐2‐trimethylsilylpyrrole (2)
1,2‐Addition of a Functionalized Zinc‐Copper Organometallic [
RCu
(
CN
)
Zn
I
] to an α,β‐Unsaturated Aldehyde: (E)‐2‐(4‐Hydroxy‐6‐Phenyl‐5‐Hexenyl)‐1H‐Isoindole‐1,3(2H)‐Dione
Authors: Yeh Ming Chang P. , Chen Huai Gu , Knochel Paul 
Published: November 2003

Abstract

1,2‐Addition of a functionalized zinc‐copper organometallic [RCu(CN)ZnI] to an α,β‐unsaturated aldehyde: (E)‐2‐(4‐hydroxy‐6‐phenyl‐5‐hexenyl)‐1H‐isoindole‐1,3(2H)‐dione

intermediate: 2‐(3‐Iodopropyl)‐1H‐isoindole‐1,3(2H)‐dione 2

reactant: 13.4 g (50 mmol) of 2‐(3‐bromopropyl)‐1H‐isoindole‐1,3(2H)‐dione 1

product: (E)‐2‐(4‐Hydroxy‐6‐phenyl‐5‐hexenyl)‐1H‐isoindole‐1,3(2H)‐dione 4
1‐Phenyl‐2,3,4,5‐Tetramethylphosphole
Authors: Fagan Paul J. , Nugent William A. 
Published: November 2003

Abstract

1‐Phenyl‐2,3,4,5‐tetramethylphosphole

product: 1‐phenyl‐2,3,4,5‐tetramethylphosphole

intermediate: (η‐C
5
H
5
)
2
ZrC
4
(CH
3
)
4
Enantioselective, Catalytic
D
iels‐
A
lder Reaction: (1S‐endo)‐3‐(Bicyclo[2.2.1]Hept‐5‐en‐2‐ylcarbonyl)‐2‐Oxazolidinone
Authors: Pikul S. , Corey E. J. 
Published: November 2003

Abstract

Enantioselective, catalytic Diels‐Alder reaction: (1S‐endo)‐3‐(bicyclo[2.2.1]hept‐5‐en‐2‐ylcarbonyl)‐2‐oxazolidinone

product: (1S‐endo)‐3‐(Bicyclo[2.2.1]Hept‐5‐EN‐2‐Ylcarbonyl)‐2‐Oxazolidinone

catalyst: bistriflamide of (1S,2S)‐1,2‐diphenylethylenediamine

reactant: acryloyl‐2‐oxazolidinone
Direct Degradation of the Biopolymer Poly[(R)‐3‐Hydroxybutyric Acid] to (R)‐3‐Hydroxybutanoic Acid and its Methyl Ester
Authors: Seebach Dieter , Beck Albert K. , Breitschuh Richard , Job Kurt 
Published: November 2003

AbstractDirect degradation of the biopolymer poly[(R)‐3‐hydroxybutyric acid] to (R)‐3‐hydroxybutanoic acid and its methyl esterproduct: (R)‐(−)‐methyl 3‐hydroxybutanoateproduct: (R)‐3‐hydroxybutanoic acid
(−)‐(1S,4R)‐Camphanoyl Chloride
Authors: Gerlach Hans , Kappes Dag , Boeckman Robert K. , Maw Graham N. 
Published: November 2003

Abstract

(−)‐(1S,4R)‐camphanoyl chloride

intermediate: (−)‐(1R,3R)‐3‐chlorocamphoric anhydride

intermediate: (−)‐(1S,4R)‐camphanic acid

product: (−)‐(1S,4R)‐camphanoyl chloride
3‐(S)‐[(tert‐Butyldiphenylsilyl)Oxy]‐2‐Butanone
Authors: Overman Larry E. , Rishton Gilbert M. 
Published: November 2003

Abstract

3‐(S)‐[(tert‐butyldiphenylsilyl)oxy]‐2‐butanone

reactant: 10.0 g (84.6 mmol) of (S)‐(−)‐ethyl lactate

intermediate: ethyl 2‐(S)‐[(tert‐butyldiphenylsilyl)oxy]propanoate

product: 3‐(S)‐[(tert‐butyldiphenylsilyl)oxy]‐2‐butanone
Stereocontrolled Preparation of 3‐Acyltetrahydrofurans from Acid‐Promoted Rearrangements of Allylic Ketals: (2S,3S)‐3‐Acetyl‐8‐Carboethoxy‐2,3‐Dimethyl‐1‐Oxa‐8‐Azaspiro[4.5]Decane
Authors: Overman Larry E. , Rishton Gilbert M. 
Published: November 2003

Abstract

Stereocontrolled preparation of 3‐acyltetrahydrofurans from acid‐promoted rearrangements of allylic ketals: (2S,3S)‐3‐acetyl‐8‐carboethoxy‐2,3‐dimethyl‐1‐oxa‐8‐azaspiro[4.5]decane

intermediate: 10 g of a colorless oil that is comprised of the 2,3‐dimethyl‐1‐pentene‐3,4‐diols

intermediate: (2R,3S)‐ and (2S,3S)‐1,4‐dioxa‐2,3‐dimethyl‐2‐(1‐methylethenyl)‐8‐carboethoxy‐8‐azaspiro[4.5]decane

reactant: nitromethane (100 mL)

product: (2S,3S)‐3‐acetyl‐8‐carboethoxy‐2,3‐dimethyl‐1‐oxa‐8‐azaspiro[4.5]decane
Conjugate Addition of a Vinylzirconium Reagent: 3‐(1‐Octen‐1‐yl)Cyclopentanone
Authors: Sun Ruen Chu , Okabe Masami , Coffen David L. , Schwartz Jeffrey 
Published: November 2003

Abstract

Conjugate addition of a vinylzirconium reagent: 3‐(1‐octen‐1‐yl)cyclopentanone

product: 3‐(1‐Octen‐1‐yl)cyclopentanone
4‐Methoxy‐4′‐Nitrobiphenyl
Authors: Stille J. K. , Echavarren Antonio M. , Williams Robert M. , Hendrix James A. 
Published: November 2003

Abstract

4‐Methoxy‐4′‐nitrobiphenyl

intermediate: 4‐Nitrophenyl trifluoromethanesulfonate

intermediate: Tributyl(4‐methoxyphenyl)stannane

product: 4‐Methoxy‐4′‐nitrobiphenyl

byproduct: 4,4′‐dimethoxybiphenyl

byproduct: 4‐amino‐4′‐methoxybiphenyl
2,2′‐Dimethoxy‐6‐Formylbiphenyl
Authors: Meyers Albert I. , Flanagan Mark E. 
Published: November 2003

Abstract

2,2′‐Dimethoxy‐6‐formylbiphenyl

intermediate: 2,3‐dimethoxybenzoyl chloride

intermediate: amido alcohol

intermediate: 2‐(2,3‐dimethoxyphenyl)‐4,4‐dimethyl‐2‐oxazoline (1)

intermediate: 2,2′‐Dimethoxy‐6‐(4″,4″‐dimethyloxazolinyl)biphenyl

product: 2,2′‐Dimethoxy‐6‐formylbiphenyl
Tributyl(3‐Methyl‐2‐Butenyl)Tin
Authors: Naruta Yoshinori , Nishigaichi Yutaka , Maruyama Kazuhiro 
Published: November 2003

Abstract

Tributyl(3‐methyl‐2‐butenyl)tin

product: tributyl(3‐methyl‐2‐butenyl)tin
Diastereoselective Formation of trans‐1,2‐Disubstituted Cyclohexanes from Alkylidenemalonates by an IntramolecularEne Reaction: Dimethyl (1′R,2′R,5′R)‐2‐(2′‐Isopropenyl‐5′‐Methylcyclohex‐1′‐yl)‐Propane‐1,3‐Dioate
Authors: Tietze L. F. , Beifuss U. 
Published: November 2003

Abstract

Diastereoselective formation of trans‐1,2‐disubstituted cyclohexanes from alkylidenemalonates by an intramolecular ene reaction: dimethyl (1′R,2′R,5′R)‐2‐(2′‐isopropenyl‐5′‐methylcyclohex‐1′‐yl)‐propane‐1,3‐dioate

intermediate: Methyl (5R)‐2‐(methoxycarbonyl)‐5,9‐dimethyldeca‐2,8‐dienoate, 3

product: Dimethyl (1′R,2′R,5′R)‐2‐(2′‐isopropenyl‐5′‐methylcyclohex‐1′‐yl)propane‐1,3‐dioate, 4a
Methoxycarbonylmethylation of Aldehydes via Siloxycyclopropanes: Methyl 3,3‐Dimethyl‐4‐Oxobutanoate
Authors: Reissig Hans‐Ulrich , Reichelt Ingrid , Kunz Thomas 
Published: November 2003

Abstract

Methoxycarbonylmethylation of aldehydes via siloxycyclopropanes: methyl 3,3‐dimethyl‐4‐oxobutanoate

intermediate: 2‐methyl‐1‐(trimethylsiloxy)propene

intermediate: methyl 2,2‐dimethyl‐3‐(trimethylsiloxy)‐1‐cyclopropanecarboxylate

reactant: 24.0 g (240 mmol) of methyl diazoacetate

product: methyl 3,3‐dimethyl‐4‐oxobutanoate
Titanium‐Mediated Addition of Silyl Dienol Ethers to Electrophilic Glycine: 4‐Ketopipecolic Acid Hydrochloride
Authors: Mühlemann Clarisse , Hartmann Peter , Obrecht Jean‐Pierre 
Published: November 2003

Abstract

Titanium‐mediated addition of silyl dienol ethers to electrophilic glycine: 4‐ketopipecolic acid hydrochloride

intermediate: tert‐Butyl [1‐(tert‐butoxycarbonyl)‐3‐oxo‐4‐pentenyl]carbamate

product: 4‐Ketopipecolic acid hydrochloride

reactant: Tetraethyl orthotitanate, 22.9 g (0.100 mol), (Fluka Chemical Corporation

reactant: Titanium chloride (TiCl4) (Fluka Chemical Corporation), 19.0 g (0.100 mol
Dialkyl Mesoxalates by Ozonolysis of Dialkyl Benzalmalonates: Dimethyl Mesoxalate
Authors: Tietze Lutz F. , Bratz Matthias 
Published: November 2003

Abstract

Dialkyl mesoxalates by ozonolysis of dialkyl benzalmalonates: dimethyl mesoxalate

product: dimethyl mesoxalate hydrate