bluuebunny/crossref_metadata_2025_split huggingface dataset:
A General Synthetic Method for the Preparation of Conjugated Dienes from Olefins Using Bromomethanesulfonyl Bromide: 1,2‐Dimethylenecyclohexane
Authors: Block Eric , Aslam Mohammad 
Published: November 2003

Abstract

A general synthetic method for the preparation of conjugated dienes from olefins using bromomethanesulfonyl bromide: 1,2‐dimethylenecyclohexane

intermediate: bromomethanesulfonyl bromide

intermediate: 1‐bromo‐1‐methyl‐2‐(bromomethylsulfonyl)cyclohexane (54.0 g, 0.16 mol) in tert‐butyl alcohol–tetrahydrofuran (9 : 1, 100 mL)

product: 1,2‐dimethylenecyclohexane

product: C
3
H
7
CHCHCHCH
2

product: C
5
H
11
CHCHCHCH
2

product: (E)‐C
3
H
7
CHCHC(C
4
H
9
)CH
2

product: (E)‐C
4
H
9
CHCHC(CH
3
)CH
2

product: (E)‐C
4
H
9
CHCHC(CH
3
)CH
2
+ CH
2
CHC(C
5
H
11
)CH
2

product: PhCHCHCHCH
2

product: PhOCHCHCHCH
2

product: HO(CH
2
)8CHCHCHCH
2

product: (CH3)3SiCHCHCHCH
2

product: CH
2
CH(CH
2
)5CHCHCHCH
2

product: CH
2
CHCHCH(CH
2
)4CHCHCHCH
2

product: (CH
3
)2Si(CHCHCHCH
2
)2
Preparation and Inverse‐Electron‐Demand
D
iels–
A
lder Reaction of an Electron‐Deficient Diene: Methyl 2‐Oxo‐5,6,7,8‐Tetrahydro‐2
H
‐1‐Benzopyran‐3‐Carboxylate and 6‐Methoxy‐7‐Methoxycarbonyl‐1,2,3,4‐Tetrahydronaphthalane
Authors: Boger Dale L. , Mullican Michael D. 
Published: November 2003

Abstract

Preparation and inverse‐electron‐demand Diels–Alder reaction of an electron‐deficient diene: methyl 2‐oxo‐5,6,7,8‐tetrahydro‐2
H
‐1‐benzopyran‐3‐carboxylate and 6‐methoxy‐7‐methoxycarbonyl‐1,2,3,4‐tetrahydronaphthalane

reactant: dimethyl methoxymethylenemalonate (8.1 g, 46 mmol, )

intermediate: methyl 2‐oxo‐5,6,7,8‐tetrahydro‐2H‐1‐benzopyran‐3‐carboxylate

reactant: 1,1‐Dimethoxyethylene (1.1 g, 12.5 mmol, )

product: 6‐methoxy‐7‐methoxycarbonyl‐1,2,3,4‐tetrahydronaphthalene
(S)‐(−)‐1‐Amino‐2‐Methoxymethylpyrrolidine (SAMP) and (R)‐(+)‐1‐Amino‐2‐Methoxymethylpyrrolidine (RAMP), Versatile Chiral Auxiliaries
Authors: Enders Dieter , Fey Peter , Kipphardt Helmut 
Published: November 2003

Abstract(S)‐(−)‐1‐amino‐2‐methoxymethylpyrrolidine (SAMP) and (R)‐(+)‐1‐amino‐2‐methoxymethylpyrrolidine (RAMP), versatile chiral auxiliariesproduct: (R)‐(+)‐1‐amino‐2‐methoxymethylpyrrolidine (RAMP)intermediate: hydroxymethylpyrrolidineintermediate: (S)‐(−)‐1‐formyl‐2‐hydroxymethylpyrrolidine.intermediate: (S)‐(+)‐2‐methoxymethylpyrrolidine.intermediate: (S)‐(−)‐1‐amino‐2‐methoxymethylpyrrolidine (SAMP)
A General [3 + 2] Annulation:
cis
‐4‐
exo
‐Isopropenyl‐1,9‐dimethyl‐8‐(trimethylsilyl)bicyclo[4.3.0]non‐8‐en‐2‐one
Authors: Danheiser Rick L. , Fink David M. , Tsai Yeun‐Min 
Published: November 2003

Abstract

A general [3 + 2] annulation:
cis
‐4‐
exo
‐Isopropenyl‐1,9‐Dimethyl‐8‐(Trimethylsilyl)Bicyclo[4.3.0]non‐8‐en‐2‐one

product: cis‐4‐exo‐isopropenyl‐1,9‐dimethyl‐8‐(trimethylsilyl)bicyclo[4.3.0]non‐8‐en‐2‐one
(1‐oxo‐2‐propenyl)trimethylsilane
Authors: Danheiser Rick L. , Fink David M. , Okano Kazuo , Tsai Yeun‐Min , Szczepanski Steven W. 
Published: November 2003

Abstract

(1‐OXO‐2‐PROPENYL)TRIMETHYLSILANE

intermediate: (1‐hydroxy‐2‐propenyl)trimethylsilane

byproduct: 3‐tert‐butyl‐4‐hydroxy‐5‐methylphenyl sulfide

product: (1‐oxo‐2‐propenyl)trimethylsilane
α‐Unsubstituted γ,δ‐Unsaturated Aldehydes by
C
laisen Rearrangement: 3‐Phenyl‐4‐pentenal
Authors: Vogel Dennis E. , Büchi George H. 
Published: November 2003

Abstract

α‐Unsubstituted γ,δ‐unsaturated aldehydes by Claisen rearrangement: 3‐phenyl‐4‐pentenal

intermediate: (E)‐(carboxyvinyl)trimethylammonium betaine

intermediate: (E)‐3‐[(E)‐3‐phenyl‐2‐propenoxy]acrylic acid

product: 3‐phenyl‐4‐pentenal
Aprotic Double
M
ichael Addition: 1,3‐Dimethyl‐5‐Oxobicyclo[2.2.2]Octane‐2‐Carboxylic Acid
Authors: Spitzner Dietrich , Engler Anita 
Published: November 2003

Abstract
Aprotic double Michael addition: 1,3‐dimethyl‐5‐oxobicyclo[2.2.2]octane‐2‐carboxylic acid

intermediate: Methyl 1,3‐dimethyl‐5‐oxobicyclo[2.2.2]octane‐2‐carboxylate.

product: 1,3‐Dimethyl‐5‐oxobicyclo[2.2.2]octane‐2‐carboxylic acid.
Conjugate Addition–Cyclization of a Cyanocuprate: 2‐Carbomethoxy‐3‐Vinylcyclopentanone
Authors: Nugent William A. , Hobbs Frank W. 
Published: November 2003

Abstract

Conjugate addition–cyclization of a cyanocuprate: 2‐carbomethoxy‐3‐vinylcyclopentanone

intermediate: dimethyl (E)‐2‐hexenedioate

product: 2‐carbomethoxy‐3‐vinylcyclopentanone

byproduct: Tetramethyltin
Synthesis of Biaryls via Palladium‐Catalyzed Cross‐Coupling: 2‐Methyl‐4′‐Nitrobiphenyl
Authors: Negishi Ei‐Ichi , Takahashi Tamotsu , King Anthony O. 
Published: November 2003

AbstractSynthesis of biaryls via palladium‐catalyzed cross‐coupling: 2‐methyl‐4′‐nitrobiphenylproduct: 2‐methyl‐4′‐nitrobiphenylunknown: mesitylzinc chlorideproduct: mesitylmagnesium bromide
Triple‐Bond Isomerizations: 2‐ to 9‐Decyn‐1‐ol
Authors: Abrams Suzanne R. , Shaw Angela C. 
Published: November 2003

Abstract

Triple‐Bond Isomerizations: 2‐ to 9‐decyn‐1‐ol

product: 9‐Decyn‐1‐ol (12.8–13.5 g, 83–88%)
Hofmann Rearrangement Under Mildly Acidic Conditions Using [I,I‐Bis(Trifluoroacetoxy)]Iodobenzene: Cyclobutylamine Hydrochloride from Cyclobutanecarboxamide
Authors: Almond Merrick R. , Stimmel Julie B. , Thompson E. Alan , Loudon G. Marc 
Published: November 2003

AbstractHofmann rearrangement under mildly acidic conditions using [I,I‐bis(trifluoroacetoxy)]iodobenzene: cyclobutylamine hydrochloride from cyclobutanecarboxamidereactant: [I,I‐bis(trifluoroacetoxy)iodo]benzene (16.13 g, 37.5 mmol; ) in 37.5 mL of acetonitrileintermediate: Cyclobutanecarboxamide (2.48 g, 25 mmol)product: cyclobutylamine hydrochloride
Preparation and Inverse‐Electron‐Demand
D
iels–
A
lder Reaction of an Electron‐Deficient Heterocyclic Azadiene: Triethyl 1,2,4‐Triazine‐3,5,6‐Tricarboxylate and 2,3,6‐Tricarboethoxypyridine
Authors: Boger Dale L. , Panek James S. , Yasuda Masami 
Published: November 2003

Abstract

Preparation and inverse‐electron‐demand Diels–Alder reaction of an electron‐deficient heterocyclic azadiene: triethyl 1,2,4‐triazine‐3,5,6‐tricarboxylate and 2,3,6‐tricarboethoxypyridine

intermediate: ethyl thioamidooxalate

intermediate: ethyl oxalamidrazonate

reactant: diethyl dioxosuccinate

product: triethyl 1,2,4‐triazine‐3,5,6‐tricarboxylate
(
S
)‐2‐Chloroalkanoic Acids of High Enantiomeric Purity from (
S
)‐2‐Amino Acids: (
S
)‐2‐Chloropropanoic Acid
Authors: Koppenhoefer Bernhard , Schurig Volker 
Published: November 2003

Abstract

(
S
)‐2‐Chloroalkanoic acids of high enantiomeric purity from (
S
)‐2‐amino acids: (
S
)‐2‐chloropropanoic acid

product: (S)‐2‐chloropropanoic acid

product: (2R,3S)‐2‐chloro‐3‐methylpentanoic acid

product: CH3

product: CH(CH3)2

product: CH2CH(CH3)2

product: (3S)‐CH(CH3)CH2CH3
(
R
)‐Alkyloxiranes of High Enantiomeric Purity from (
S
)‐2‐Chloroalkanoic Acids via (
S
)‐2‐Chloro‐1‐Alkanols: (
R
)‐Methyloxirane
Authors: Koppenhoefer Bernhard , Schurig Volker 
Published: November 2003

Abstract

(
R
)‐Alkyloxiranes of high enantiomeric purity from (
S
)‐2‐chloroalkanoic acids via (
S
)‐2‐chloro‐1‐alkanols: (
R
)‐methyloxirane

intermediate: (S)‐2‐Chloropropan‐1‐ol.

product: (R)‐Methyloxirane

unknown: S)‐methyloxirane
Utilization of β‐Chloro Alkylidene/Arylidene Malonates in Organic Synthesis: Ethyl Cyclopropylpropiolate
Authors: Hormi Osmo 
Published: November 2003

Abstract

Utilization of β‐chloro alkylidene/arylidene malonates in organic synthesis: ethyl cyclopropylpropiolate

reactant: 166 g (0.73 mol) of diethyl cyclopropylcarbonylmalonate

intermediate: diethyl 2‐chloro‐2‐cyclopropylethene‐1,1‐dicarboxylate

product: Ethyl cyclopropylpropiolate
6‐Diethylphosphonomethyl‐2,2‐dimethyl‐1,3‐dioxen‐4‐one
Authors: Boeckman Robert K. , Perni Robert B. , Macdonald James E. , Thomas Anthony J. 
Published: November 2003

Abstract

6‐Diethylphosphonomethyl‐2,2‐dimethyl‐1,3‐dioxen‐4‐one

intermediate: 6‐Chloromethyl‐2,2‐dimethyl‐1,3‐dioxen‐4‐one.

product: 6‐diethylphosphonomethyl‐2,2‐dimethyl‐1,3‐dioxen‐4‐one
Addition of Dialkylamines to Myrcene:
N,N
‐Diethylgeranylamine
Authors: Takabe Kunihiko , Katagiri Takao , Tanaka Juntaro , Fujita Tsutomu , Watanabe Shoji , Suga Kyoichi 
Published: November 2003

Abstract

Addition of dialkylamines to myrcene:
N,N
‐diethylgeranylamine

reactant: 13.60 g (74 mmol) of myrcene

product: 91.2–92.5% of
N,N
‐diethylgeranylamine

product:
N,N
‐dipropylgeranylamine
N
‐
tert
‐Butoxycarbonyl‐
L
‐Leucinal
Authors: Goel O. P. , Krolls U. , Stier M. , Kesten S. 
Published: November 2003

Abstract

N
‐
tert
‐butoxycarbonyl‐
L
‐leucinal

product:
N
‐
tert
‐Butoxycarbonyl‐
L
‐leucinal: Boc‐
L
‐leucinal

intermediate: Boc‐
L
‐leucine
N
‐methyl‐O‐methycarboxamide
Condensation of (−)‐Dimenthyl Succinate Dianion with 1,ω‐Dihalides: (+)‐(1
S
,2
S
)‐Cyclopropane‐1,2‐Dicarboxylic Acid
Authors: Furuta Kyoji , Iwanaga Kiyoshi , Yamamoto Hisashi 
Published: November 2003

Abstract

Condensation of (−)‐dimenthyl succinate dianion with 1,ω‐dihalides: (+)‐(1
S
,2
S
)‐cyclopropane‐1,2‐dicarboxylic acid

intermediate: (−)‐dimenthyl succinate

intermediate: (−)‐dimenthyl (1
S
,2
S
)‐cyclopropane‐1,2‐dicarboxylate

product: (+)‐(1
S
,2
S
)‐cyclopropane‐1,2‐dicarboxylic acid
Palladium‐Catalyzed Coupling of Acid Chlorides with Organotin Reagents: Ethyl (E)‐4‐(4‐Nitrophenyl)‐4‐Oxo‐2‐Butenoate
Authors: Renaldo A. F. , Labadie J. W. , Stille J. K. 
Published: November 2003

AbstractPalladium‐catalyzed coupling of acid chlorides with organotin reagents: Ethyl (E)‐4‐(4‐nitrophenyl)‐4‐oxo‐2‐butenoatereactant: 70.7 g (0.22 mol) of tributyltin chlorideintermediate: tributylethynylstannanereactant: 23.1 g (0.079 mol) of tributyltin hydrideintermediate: (E)‐1,2‐bis(tributylstannyl)ethyleneintermediate: ethyl (E)‐3‐(tributylstannyl)propenoateproduct: ethyl (E)‐4‐(4‐nitrophenyl)‐4‐oxo‐2‐butenoatebyproduct: ethyl (Z)‐3‐(tributylstannyl)propenoate
4,4‐Dimethyl‐2‐Cyclopenten‐1‐one
Authors: Pauley David , Anderson Frank , Hudlicky Tomas 
Published: November 2003

Abstract

4,4‐Dimethyl‐2‐cyclopenten‐1‐one

intermediate: 165.1 g (1.29 mol) 2,2‐dimethyl‐4‐oxopentanal

product: 4,4‐dimethyl‐2‐cyclopenten‐1‐one
Alkylations Using Hexacarbonyl(Propargylium)Dicobalt Salts: 2‐(1‐Methyl‐2‐Propynyl)Cyclohexanone
Authors: Varghese Valsamma , Saha Manasi , Nicholas Kenneth M. 
Published: November 2003

Abstract

Alkylations using hexacarbonyl(propargylium)dicobalt salts: 2‐(1‐methyl‐2‐propynyl)cyclohexanone

solvent: 300 mL of dry dimethylformamide

intermediate: 1‐trimethylsiloxycyclohexene

reactant: hexacarbonyl(1‐methyl‐2‐propynylium)dicobalt tetrafluoroborate

product: 2‐(1‐methyl‐2‐propynyl)cyclohexanone
Dienophile Activation via Selenosulfonation: 1‐(Phenylsulfonyl)cyclopentene
Authors: Lin Ho‐Shen , Coghlan Michael J. , Paquette Leo A. 
Published: November 2003

Abstract

Dienophile activation via selenosulfonation: 1‐(phenylsulfonyl)cyclopentene

intermediate: phenyl benzeneselenosulfonate

product: 1‐(Phenylsulfonyl)cyclopentene.
Selective Cyclopropanation of (
S
)‐(−)‐Perillyl Alcohol: 1‐Hydroxymethyl‐4‐(1‐methylcyclopropyl)‐1‐cyclohexene
Authors: Maruoka Keiji , Sakane Soichi , Yamamoto Hisashi 
Published: November 2003

Abstract

Selective cyclopropanation of (
S
)‐(−)‐perillyl alcohol: 1‐Hydroxymethyl‐4‐(1‐methylcyclopropyl)‐1‐cyclohexene

product: 1‐hydroxymethyl‐4‐(1‐methylcyclopropyl)‐1‐cyclohexene

product: decylcyclopropane
Yeast Reduction of 2,2‐Dimethylcyclohexane‐1,3‐dione: (
S
)‐(+)‐3‐Hydroxy‐2,2‐dimethylcyclohexanone)
Authors: Mori Kenji , Mori Hideto 
Published: November 2003

Abstract

Yeast reduction of 2,2‐dimethylcyclohexane‐1,3‐dione: (
S
)‐(+)‐3‐hydroxy‐2,2‐dimethylcyclohexanone)

intermediate: 2,2‐dimethylcyclohexane‐1,3‐dione

product: (
S
)‐3‐hydroxy‐2,2‐dimethylcyclohexanone
(
S
)‐4‐(phenylmethyl)‐2‐oxazolidinone
Authors: Gage James R. , Evans David A. 
Published: November 2003

Abstract

(
S
)‐4‐(Phenylmethyl)‐2‐oxazolidinone

intermediate: (S)‐Phenylalanol

product: (S)‐4‐(Phenylmethyl)‐2‐oxazolidinone
Allylic Acetoxylation of Cycloalkenes: 2‐Cyclohepten‐1‐yl Acetate
Authors: Heumann A. , Åkermark B. , Hansson S. , Rein T. 
Published: November 2003

Abstract

Allylic acetoxylation of cycloalkenes: 2‐cyclohepten‐1‐yl acetate

product: 2‐cyclohepten‐1‐yl acetate
Transesterification of Methyl Esters of Aromatic and α,β‐Unsaturated Acids with Bulky Alcohols: (−)‐Menthyl Cinnamate and (−)‐Menthyl Nicotinate
Authors: Meth‐Cohn Otto 
Published: November 2003

Abstract

Transesterification of methyl esters of aromatic and α,β‐unsaturated acids with bulky alcohols: (−)‐menthyl cinnamate and (−)‐menthyl nicotinate

product: (1R)‐(−)‐Menthyl cinnamate

product: (1R)‐(−)‐Menthyl nicotinate
3‐Methyl‐2(5
H
)‐furanone
Authors: Näsman Jan H. 
Published: November 2003

Abstract

3‐Methyl‐2(5
H
)‐furanone

intermediate: 2(5
H
)‐Furanone.

intermediate: Furyl phosphorodichloridate.

intermediate: Furyl
N,N,N
′,
N
′‐tetramethyldiamidophosphate

product: 3‐Methyl‐2(5
H
)‐furanone.

reactant: 10.9 g (50 mmol) of furyl tetramethyldiamidophosphate

intermediate: 2‐(3‐methylfuryl) tetramethyldiamidophosphate

solvent: diisopropyl ether/hexane
Iminium Ion‐Based
D
iels–
A
lder Reactions:
N
‐Benzyl‐2‐Azanorbornene
Authors: Grieco Paul A. , Larsen Scott D. 
Published: November 2003

Abstract

Iminium ion‐based Diels–Alder reactions:
N
‐benzyl‐2‐azanorbornene

product:
N
‐benzyl‐2‐azanorbornene

product: 2‐azanorbornene

product: 2‐azanorbornen‐3‐one

product: 2‐azanorbornene
The
C
arroll Rearrangement: 5‐Dodecen‐2‐one
Authors: Wilson Stephen R. , Augelli Corinne E. 
Published: November 2003

Abstract

The Carroll rearrangement: 5‐dodecen‐2‐one

intermediate: (1‐Ethenyl)heptanyl 3‐ketobutanoate.

reactant: 3‐Hydroxy‐1‐nonene (, 7.5 g, 0.053 mol)

intermediate: 2‐Carboxy‐5‐dodecen‐2‐one.

product: 5‐Dodecen‐2‐one.
IntramolecularOxidative Coupling of a Bisenolate: 4‐Methyltricyclo[2.2.2.0
3,5
]Octane‐2,6‐dione
Authors: Poupart Marc‐André , Lassalle Gilbert , Paquette Leo A. 
Published: November 2003

Abstract

Intramolecular oxidative coupling of a bisenolate: 4‐methyltricyclo[2.2.2.0
3,5
]octane‐2,6‐dione

intermediate: 3‐Methylcyclohexanone‐3‐acetic acid.

intermediate: 4‐Methylbicyclo[2.2.2]octane‐2,6‐dione.

product: 4‐Methyltricyclo[2.2.2.03,5]octane‐3,5‐dione.
p
‐
tert
‐Butylcalix[4]arene
Authors: Gutsche C. D. , Iqbal M. 
Published: November 2003

Abstract

p
‐
tert
‐Butylcalix[4]arene

reactant:
p
‐
tert
‐Butylphenol from Aldrich Chemical Company, Inc.

product:
p
‐
tert
‐butylcalix[4]arene
Diasteroselective Formation of α‐Methoxycarbonyl Lactones Through an Intramolecular
D
iels–
A
lder Reaction: (4
RS
,4a
RS
,6
RS
,8a
RS
)‐, (4
S
,4a
S
,6
S
,8a
S
)‐ and (4
R
,4a
R
,6
R
,8a
R
)‐4‐Methoxycarbonyl‐1,1,6‐trimethyl‐1,4,4A,5,6,7,8,8a‐octahydro‐2,3‐benzopyrone [
rac
‐5, (+)‐5, and (−)‐5]
Authors: Tietze L. F. , Kiedrowski G. v. , Fahlbusch K.‐G. , Voss E. 
Published: November 2003

Abstract

Diasteroselective formation of α‐methoxycarbonyl lactones through an intramolecular Diels–Alder reaction: (4
RS
,4a
RS
,6
RS
,8a
RS
)‐, (4
S
,4a
S
,6
S
,8a
S
)‐ and (4
R
,4a
R
,6
R
,8a
R
)‐4‐methoxycarbonyl‐1,1,6‐trimethyl‐1,4,4A,5,6,7,8,8a‐octahydro‐2,3‐benzopyrone [
rac
‐5, (+)‐5, and (−)‐5]

product: (4RS,4aRS,6RS,8aRS)‐, (4S,4aS,6S,8aS)‐ and (4R,4aR,6R,8aR)‐4‐methoxycarbonyl‐1,1,6‐trimethyl‐1,4,4A,5,6,7,8,8a‐octahydro‐2,3‐benzopyrone [rac‐5, (+)‐5, and (−)‐5]

intermediate: Diels–Alder‐adduct rac‐3

catalyst: ethylenediammonium diacetate (EDDA) (, 500 mg, 2.77 mmol)

reactant: (S)‐citronellal

reactant: (R)‐citronellal
Asymmetric Synthesis of 4,4‐Dialkylcyclohexenones from Chiral Bicyclic Lactams: (
R
)‐4‐Ethyl‐4‐allyl‐2‐cyclohexen‐1‐one
Authors: Meyers Albert I. , Berney Daniel 
Published: November 2003

Abstract

Asymmetric Synthesis of 4,4‐dialkylcyclohexenones from chiral bicyclic lactams: (
R
)‐4‐ethyl‐4‐allyl‐2‐cyclohexen‐1‐one

intermediate: Hexahydro‐3‐(hydroxymethyl)‐8a‐methyl‐2‐phenyl[2S,3S,8aR]‐5‐oxo‐5H‐oxazolo[3,2‐a]pyridine (Bicyclic lactam)

reactant: (1S,2S)‐(+)‐2‐amino‐1‐phenyl‐1,3‐propanediol (32.4 g, 194 mmol)

intermediate: Hexahydro‐6‐ethyl‐3‐(hydroxymethyl)‐6‐allyl‐2‐phenyl[2S,3S,6S,8aR]‐5‐oxo‐5H‐oxazolo[3,2‐a]pyridine

product: (R)‐4‐Ethyl‐4‐allyl‐2‐cyclohexen‐1‐one
NucleophilicHydroxymethylation by the (Isopropoxydimethylsilyl)methyl
G
rignard Reagent: 1‐(Hydroxymethyl)cyclohexanol from Cyclohexanone
Authors: Tamao Kohei , Ishida Neyoshi , Ito Yoshihiko , Kumada Makoto 
Published: November 2003

Abstract

Nucleophilic hydroxymethylation by the (isopropoxydimethylsilyl)methyl Grignard reagent: 1‐(hydroxymethyl)cyclohexanol from cyclohexanone

reactant: (isopropoxydimethylsilyl)methyl chloride (16.67 g, 100 mmol)

intermediate: 1‐[(isopropoxydimethylsilyl)methyl]cyclohexanol

product: 1‐(hydroxymethyl)cyclohexanol
(+)‐(2
R
,8a
S
)‐10‐(Camphorylsulfonyl)Oxaziridine
Authors: Towson James C. , Weismiller Michael C. , Lal G. Sankar , Sheppard Aurelia C. , Kumar Anil , Davis Franklin A. 
Published: November 2003

Abstract

(+)‐(2
R
,8a
S
)‐10‐(camphorylsulfonyl)oxaziridine

intermediate: (+)‐(1S)‐10‐Camphorsulfonamide

intermediate: (−)‐(camphorsulfonyl)imine

product: (+)‐(2R, 8aS)‐10‐Camphorylsulfonyloxaziridine

product: (−)‐(2S,8aR)‐10‐(camphorylsulfonyl)oxaziridine
Methyl (
Z
)‐3‐(Phenylsulfonyl)Prop‐2‐enoate
Authors: Hirst G. C. , Parsons P. J. 
Published: November 2003

Abstract

Methyl (
Z
)‐3‐(Phenylsulfonyl)Prop‐2‐enoate

product: methyl (E)‐3‐(phenylsulfonyl)prop‐2‐enoate

product: methyl (Z)‐3‐(phenylsulfonyl)prop‐2‐enoate
A General Synthetic Method for the Oxidation of Primary Alcohols to Aldehydes: (
S
)‐(+)‐2‐Methylbutanal
Authors: Anelli Pier Lucio , Montanari Fernando , Quici Silvio 
Published: November 2003

Abstract

A General synthetic method for the oxidation of primary alcohols to aldehydes: (
S
)‐(+)‐2‐methylbutanal

reactant: 44.05 g (0.50 mol) of (S)‐(−)‐2‐methyl‐1‐butanol

product: (S)‐(+)‐2‐methylbutanal

byproduct: (S)‐(+)‐2‐Methylbutanoic acid

product: butanal
9‐
n
‐Butyl‐1,2,3,4,5,6,7,8‐Octahydroacridin‐4‐ol
Authors: Bell Thomas W. , Cho Young‐Moon , Firestone Albert , Healy Karin , Liu Jia , Ludwig Richard , Rothenberger Scott D. 
Published: November 2003

Abstract

9‐
n
‐Butyl‐1,2,3,4,5,6,7,8‐octahydroacridin‐4‐ol

intermediate: 8‐n‐butyl‐2‐hydroxytricyclo[7.3.1.02,7]tridecan‐13‐one

intermediate: 9‐n‐Butyl‐1,2,3,4,5,6,7,8‐octahydroacridine.

intermediate: 9‐n‐butyl‐1,2,3,4,5,6,7,8‐octahydroacridine‐N‐oxide

product: 9‐n‐butyl‐1,2,3,4,5,6,7,8‐octahydroacridin‐4‐ol
Synthesis of Alkyl Propanoates by a Haloform Reaction of a Trichloro Ketone: Ethyl 3,3‐Diethoxypropanoate
Authors: Tietze L. F. , Voss E. , Hartfiel U. 
Published: November 2003

Abstract

Synthesis of alkyl propanoates by a haloform reaction of a trichloro ketone: ethyl 3,3‐diethoxypropanoate

intermediate: 1,1,1‐Trichloro‐4‐ethoxy‐3‐buten‐2‐one (4)

reactant: trichloroacetyl chloride, 2 (173 g, 0.96 mol)

product: Ethyl 3,3‐diethoxypropanoate (5)
N‐tert‐Butoxycarbonyl‐
L
‐Serine β‐Lactone and (S)‐3‐Amino‐2‐Oxetanone p‐Toluenesulfonic Acid Salt
Authors: Pansare Sunil V. , Arnold Lee D. , Vederas John C. 
Published: November 2003

Abstract

N‐tert‐butoxycarbonyl‐L‐serine β‐lactone and (S)‐3‐amino‐2‐oxetanone p‐toluenesulfonic acid salt

reactant: diethyl azodicarboxylate (DEAD) (27.86 g, 160 mmol)

intermediate: N‐(tert‐butoxycarbonyl)‐L‐serine β‐lactone

reactant: p‐toluenesulfonic acid (13.5 g, 78.5 mmol)

reactant: trifluoroacetic acid (200 mL)

product: (S)‐3‐amino‐2‐oxetanone p‐toluenesulfonic acid salt

reactant: Dimethyl azodicarboxylate (17.7 mL)
N‐(Benzyloxycarbonyl)‐
L
‐Vinylglycine Methyl Ester
Authors: Carrasco Michael , Jones Robert J. , Kamel Scott , Rapoport H. , Truong Thien 
Published: November 2003

Abstract

N‐(benzyloxycarbonyl)‐
L
‐vinylglycine methyl ester

intermediate: N‐(Benzyloxycarbonyl)‐L‐methionine methyl ester (2)

reactant: L‐methionine methyl ester hydrochloride (117.6 g, 0.56 mol)

intermediate: Methyl L‐2‐(benzyloxycarbonylamino)‐4‐(methylsulfinyl)butanoate (3)

product: N‐(Benzyloxycarbonyl)‐L‐vinylglycine methyl ester (4)
(S)‐(−)‐ and (R)‐(+)‐1,1′‐Bi‐2‐Naphthol
Authors: Kazlauskas Romas J. 
Published: November 2003

Abstract

(S)‐(−)‐ and (R)‐(+)‐1,1′‐bi‐2‐naphthol

product: (S)‐(−)‐1,1′‐Bi‐2‐naphthol

product: (R)‐(+)‐1,1′‐Bi‐2‐naphthol

intermediate: (R)‐binaphthol dipentanoate
9‐Thiabicyclo[3.3.1]Nonane‐2,6‐dione
Authors: Bishop Roger 
Published: November 2003

Abstract

9‐Thiabicyclo[3.3.1]nonane‐2,6‐dione

intermediate: (1α,2α,5α,6α)‐2,6‐Dichloro‐9‐thiabicyclo[3.3.1]nonane (1)

intermediate: (endo,endo)‐9‐Thiabicyclo[3.3.1]nonane‐2,6‐diol (2)

product: 9‐Thiabicyclo[3.3.1]nonane‐2,6‐dione (3)

reactant: sulfur dichloride
Substitution Reactions of 2‐Benzenesulfonyl Cyclic Ethers: Tetrahydro‐2‐(Phenylethynyl)‐2H‐Pyran
Authors: Brown Dearg S. , Ley Steven V. 
Published: November 2003

Abstract

Substitution reactions of 2‐benzenesulfonyl cyclic ethers: tetrahydro‐2‐(phenylethynyl)‐2H‐pyran

product: tetrahydro‐2‐(phenylethynyl)‐2H‐pyran
Cyclopropanation Using an Iron‐Containing Methylene Transfer Reagent: 1,1‐Diphenylcyclopropane
Authors: Mattson Matthew N. , O'Connor Edward J. , Helquist Paul 
Published: November 2003

AbstractCyclopropanation using an iron‐containing methylene transfer reagent: 1,1‐diphenylcyclopropanereactant: cyclopentadienyliron dicarbonyl dimer [C5H5(CO)2Fe]2, (0.50 mol equiv, 0.21 mol, 74.4 g; and )intermediate: (η5‐C5H5)(CO)2FeCH2S+(CH3)2BF4−product: 1,1‐diphenylcyclopropanesolvent: nitromethane
Spiroannelation via Organobis(Cuprates): 9,9‐Dimethylspiro[4.5]Decan‐7‐One
Authors: Wender Paul A. , White Alan W. , McDonald Frank E. 
Published: November 2003

Abstract

Spiroannelation via organobis(cuprates): 9,9‐dimethylspiro[4.5]decan‐7‐one

intermediate: 3‐chloro‐5,5‐dimethylcyclohex‐2‐en‐1‐one

product: 9,9‐dimethylspiro[4.5]decan‐7‐one
Alkynyl(Phenyl)Iodonium Tosylates: Preparation and Stereospecific Coupling with Vinylcopper Reagents. Formation of Conjugated Enynes. 1‐Hexynyl(Phenyl)Iodonium Tosylate and (E)‐5‐Phenyldodec‐5‐En‐7‐Yne
Authors: Stang Peter J. , Kitamura Tsugio 
Published: November 2003

Abstract

Alkynyl(phenyl)iodonium tosylates: preparation and stereospecific coupling with vinylcopper reagents. formation of conjugated enynes. 1‐hexynyl(phenyl)iodonium tosylate and (E)‐5‐phenyldodec‐5‐en‐7‐yne

intermediate: 1‐trimethylsilyl‐1‐hexyne

product: (E)‐5‐Phenyldodec‐5‐en‐7‐yne

product: 1‐hexynyl(phenyl)iodonium tosylate

product: CH
3
CCIPh·OTs

product: EtCCIPh·OTs

product: N‐PrCCIPh·OTs

product: Me
3
SiCCIPh·OTs

product: PhCCIPh·OTs

product: t‐BuCCIPh·OTs
(E,Z)‐1‐Methoxy‐2‐Methyl‐3‐(Trimethylsiloxy)‐1,3‐Pentadiene
Authors: Myles David C. , Bigham Mathew H. 
Published: November 2003

Abstract

(E,Z)‐1‐methoxy‐2‐methyl‐3‐(trimethylsiloxy)‐1,3‐pentadiene

intermediate: 114 g (1.0 mol) of 1‐hydroxy‐2‐methylpent‐1‐en‐3‐one

intermediate: 96 g (0.75 mol) of 1‐methoxy‐2‐methylpent‐1‐en‐3‐one

product: 1‐methoxy‐2‐methyl‐3‐(trimethylsiloxy)‐1,3‐pentadiene
Nickel‐Catalyzed Silylolefination of Allylic Dithioacetals: (E,E)‐Trimethyl(4‐Phenyl‐1,3‐Butadienyl)Silane
Authors: Ni Zhi‐Jie , Luh Tien‐Yau 
Published: November 2003

Abstract

Nickel‐catalyzed silylolefination of allylic dithioacetals: (E,E)‐trimethyl(4‐phenyl‐1,3‐butadienyl)silane

intermediate: 2‐(2‐Phenylethenyl)‐1,3‐dithiolane

intermediate: (Trimethylsilyl)methylmagnesium chloride

intermediate: (E,E)‐Trimethyl(4‐phenyl‐1,3‐butadienyl)silane
α‐Acetylenic Esters from α‐Acylmethylenephosphoranes: Ethyl 4,4,4‐Trifluorotetrolate
Authors: Hamper B. C. 
Published: November 2003

Abstract

α‐Acetylenic esters from α‐acylmethylenephosphoranes: ethyl 4,4,4‐trifluorotetrolate

intermediate: ethyl 4,4,4‐trifluoro‐2‐(triphenylphosphoranylidene)acetoacetate

product: ethyl 4,4,4‐trifluorotetrolate
(1R,2R)‐(+)‐ and (1S,2S)‐(−)‐ 1,2‐Diphenyl‐1,2‐Ethylenediamine
Authors: Pikul S. , Corey E. J. 
Published: November 2003

Abstract

(1R,2R)‐(+)‐ and (1S,2S)‐(−)‐ 1,2‐diphenyl‐1,2‐ethylenediamine

intermediate: 2,2‐Spirocyclohexane‐4,5‐diphenyl‐2H‐imidazole

intermediate: (±)‐1,2‐Diphenyl‐1,2‐ethylenediamine

product: (1S,2S)‐(−)‐ and (1R,2R)‐(+)‐1,2‐Diphenyl‐1,2‐ethylenediamine

product: (S,S)‐(−)‐diamine

product: (R,R)‐diamine