bluuebunny/crossref_metadata_2025_split huggingface dataset:
Chirale Lactole, X. Allose als Hauptprodukt der Glycolaldehyd‐Trimerisierung
Authors: Noe Christian R. , Knollmüller Max , Ettmayer Peter 
Published: July 2007

Chiral Lactols, X1). – Allose as the Main Product of the Glycolaldehyde Trimerization2)The reaction products of the aldol reaction of acetal‐protected glycolaldehyde 2 with KOH or NaOH as catalysts have been characterized as their O‐methyl‐O‐tritylalditol derivatives by a newly developed sugar analysis procedure. The products are compared to reference substances of defined configurations which have been synthesized for the first time from sugar alcohols. Besides allose as the main product, mannose and threose are formed in the aldolization reaction. The exact composition of the carbohydrate mixture is detected by only one HPL chromatogramm.
Glycosyl imidates. 49. Synthesis of the octasaccharide moiety of the dimeric Lex antigen
Authors: Bommer René , Kinzy Willy , Schmidt Richard R. 
Published: July 2007

AbstractA versatile synthesis of the basic Galβ (1→4)[Fucα(1→3)]‐GlcNAc trisaccharide building block of the Lex antigen family based on two important findings could be developed. Firstly, selective 3‐O‐allylation of the readily available azidolactose derivative 3 led to an efficient synthesis of the 3‐O‐unprotected fucosyl acceptor 9. Secondly, α‐fucosylation of 9 with O‐fucosyl trichloroacetimidate 11 as donor exhibited a dramatic increase in yield when carried out by an “inverted procedure”, i,e, the donor was added to an acceptor/catalyst solution. The obtained trisaccharide building block 12 could be readily transformed into acceptor 13 and donor 15, respectively. Thus, the dimeric hexasaccharide 16 was obtained, which was then transformed into donor 19. Its reaction with the 3′‐O‐unprotected lactose acceptor 20 provided the desired ocetasaccharide 21, which gave upon azido group reduction, acetylation of the amino groups, and complete O‐deprotection the desired target molecule 2 characterized as its fully O‐acetylated product 24.
Synthesis of 3‐deoxy‐D‐manno‐2‐octulosonic acid (KDO)
Authors: Frick Wendelin , Krülle Thomas , Schmidt Richard R. 
Published: July 2007

Abstract[(Benzyloxy)(benzyloxycarbonyl)methyl]triphenylphosphonium bromide (8), obtained from glyoxylic acid via a convenient one‐pot procedure, reacted in a Wittig reaction with 4‐O‐benzyl‐2,3:5,6‐di‐O‐isopropylidene‐D‐mannose (7), readily synthesized on a large scale from D‐mannose, to provide the KDO derivative 9. Hydrogenolytic removal of the benzyl groups furnished directly the 4,5:7,8‐di‐O‐isopropylidene protected KDO 11. Its treatment with diazomethane led to the known ester derivative 12α,ß (2:1 anomeric mixture) which could be also obtained by transesterification of 9 and subsequent hydrogenolytic debenzylation.
Epoxidation of allylic hydroperoxides by dimethyldioxirane and peroxy acids
Authors: Abou‐Elzahab Mohamed , Adam Waldemar , Saha‐Möller Chantu R. 
Published: July 2007

AbstractThe epoxidation of allylic hydroperoxides 2a–h by dimethyldioxirane afforded the epoxy hydroperoxides 3a–h in very good yields. On the other hand, only the substrates 2a, b and 2d–f can be converted into the corresponding epoxy hydroperoxides by peroxy acids in reasonable to good yields. The peroxy acid and dimethyldioxirane epoxidations of allylic hydroperoxides proceed, in contrast to those of the allylic alcohols, in low but opposite diastereoselectivity. The configuration of diastereomeric epoxy hydroperoxides were determined by NMR‐NOE experiments and chemical correlation.
Pheromone synthesis, CXXX. Synthesis of (4S,8S)‐ and (4S,8R)‐4,8‐dimethyldecanal, the stereoisomers of the aggregation pheromone of Tribolium castaneum
Authors: Mori Kenji , Takikawa Hirosato 
Published: July 2007

Abstract(4S,8S)‐ and (4S,8R)‐4,8‐Dimethyldecanal (1) were synthesized by starting from (R)‐citronellic acid (2a), methyl (S)‐3‐hydroxy‐2‐methylpropanoate (3a), and (S)‐2‐methyl‐1‐butanol (4a).
Synthesis of methyl (±)‐2,3‐O‐isopropylideneglycerate by electrochemical oxidation of (±)‐1,2‐O‐isopropylideneglycerol
Authors: Schwarz Karl‐Heinz , Kleiner Katharina , Ludwig Ralf , Schrötter Eberhard , Schick Hans 
Published: July 2007

AbstractThe anodic oxidation of (±)‐1,2‐O‐isopropylideneglycerol at a silver/silver oxide electrode with a controlled potential of +0.9 V vs. SCE in 2.5 N sodium hydroxide affords sodium (±)‐2,3‐O‐isopropylideneglycerate in a yield of 75%. Treatment of this salt with dimethyl sulfate and potassium carbonate in boiling acetone leads to methyl (±)‐2,3‐O‐isopropylideneglycerate in a yield of 81%.
Synthese und Reaktivität von 3‐Oxazolinen
Authors: Weber Maya , Jakobxht Jürgen , Martens Jürgen 
Published: July 2007

Synthesis and Reactivity of 3‐Oxazolines.3‐Oxazolines 1 have been prepared from α‐hydroxy aldehydes, ammonia, water and a second oxo compound (aldehyde or ketone) in a one‐pot reaction. Carboxylic acid chlorides add to the azomethine bond of 1 to yield 3‐acyl‐4‐chlorooxazolidines 2. 4‐Hydroxy and 4‐alkoxyoxazolidines 3 are obtained from 2 upon treatment with aqueons sodium hydroxide or alkanol/ triethyl amine, respectively. Some oxazolidines 3 are formed with high diastereoseselectivity.
Pyridazines, LX. Telesubstitution and Dismutation Reactions in the Series of Phenyl‐3‐pyridazinylmethane Derivatives
Authors: Heinisch Gottfried , Huber Thierry 
Published: July 2007

AbstractReactions of 3‐α‐chlorobenzylpyridazine (4) with alkoxides have been found to yield 6‐substituted or 4‐substituted 3‐benzylpyridazines (7a–c, 8a–c) rather than the usual ethers (6a–c). Introduction of an electron‐donating substituent into the 6‐position of the pyridazine nucleus of 4 has been shown to suppress such telesubstitution processes. With phenyl‐3‐pyridazinylmethanol (3), thermally induced dismutation affording 3‐benzylpyridazine (17) and 3‐benzoylpyridazine (11) has been observed.
Pseudo‐sugars, 30. Synthesis of Amino‐5a‐carba‐deoxyhexopyranoses from 2(3)‐Acetoxy‐5‐acetoxymethyl‐3(2)‐p‐toluenesulfonamido‐7‐oxabicyclo[2.2.1]heptanes
Authors: Ogawa Seiichiro , Tsunoda Hidetoshi , Yoshikawa Masaru , Uemura Masaki , Orihara Masaru 
Published: July 2007

Abstractcis‐Hydroxyamination of endo‐2‐acetoxymethyl‐7‐oxabicyclo[2.2.1]hept‐5‐ene (1) under Sharpless conditions affords two positional isomers 3 and 7 of 5‐endo‐acetoxymethyl‐2(3)‐exo‐hydroxy‐3(2)‐exo‐p‐toluenesulfonamido‐7‐oxabicyclo[2.2.1]heptanes. Cleavage of the 1,4‐anhydro ring of the corresponding acetyl derivatives 4 and 8 with 18% hydrogen bromide in acetic acid at 80°C produces several bromodeoxy aminocyclitol derivatives, from which, on hydrolysis or nucleophilic substitution with an acetate ion, the known 2‐acet‐amido‐5a‐carba‐2‐deoxy‐α‐DL‐allo (25) and ‐gulopyranose tetraacetates (26), and new 3‐acetamido‐5a‐carba‐3‐deoxy‐α‐DL‐allopyranose tetraacetate (30) have been obtained. Likewise, the new 3‐acetamido‐5a‐carba‐3‐deoxy‐β‐DL‐talopyranose tetraacetate (39) has been prepared by starting from the exo‐isomer 2.
Pseudo‐sugars, 31. New Synthesis of 2‐Amino‐5a‐carba‐2‐deoxy‐α‐DL‐glucopyranose and Its Transformation into Valienamine and Valiolamine Analogues
Authors: Ogawa Seiichiro , Tsunoda Hidetoshi 
Published: July 2007

AbstractThe positional isomers 2, 4, and 6 of respective validamine (1), valiolamine (3), and valienamine (5), derived from 2‐amino‐5a‐carba‐2‐deoxy‐α‐D‐glucopyranose, were synthesized as racemates from DL‐(1,3/2,4,6)‐3‐acetamido‐1,2‐di‐O‐acetyl‐4‐bromo‐6‐bromomethyl‐1,2‐cyclohexanediol (8). Compounds 2, 4, and 6 showed very weak inhibitory activities against yeast α‐D‐glucosidase.
Synthesis and Spectroscopic Characterization of Dimeric Steroidal Oximes
Authors: Duddeck Helmut , Frelek Jadwiga , Snatzke Günther , Szczepek Wojciech J. , Wagner Petra 
Published: July 2007

AbstractHydrolysis of 3β‐5‐diacetoxy‐5β‐cholestan‐6‐one oxime (1) gave seven products which, in addition to 3β‐acetoxy‐ and (6E)‐3β‐hydroxy‐5‐methoxy‐5α‐cholestan‐6‐one oxime (3 and 4), are identified as the dimeric steroids (6E,6′E)‐6‐(6′‐hydroxyimino‐5′α‐cholestan‐5′‐yl‐oximino)cholestanes 6–10. On the other hand, the 3α epimer 3α,5‐diacetoxy‐5β‐cholestan‐6‐one oxime (2) afforded the monomeric (6E)‐3α‐hydroxy‐5‐methoxy‐5α‐cholestan‐6‐one oxime (5) and (6E)‐3α‐hydroxy‐4‐cholesten‐6‐one oxime (11) only. All new compounds are characterized by NMR and MS methods. The CD spectra of 1–12 are documented.
Chiral Organometallic Reagents, VIII. On the Configurational Stability of α‐Hetero‐Substituted Benzyllithium Compounds
Authors: Hoffmann Reinhard W. , Rühl Thomas , Harbach Jürgen 
Published: July 2007

AbstractA test based on kinetic resolution was applied to probe the configurational stability of various α‐substituted benzyllithium compounds 1. It was found that the trimethylsilyl‐ (1b), phenylsulfenyl‐ (1c), and the phenylselenyl‐substituted (1d) benzyllithium compounds enantiomerized more rapidly than they added to the chiral aldehyde 6. In contrast, the carbamoyloxy‐ (1e), (16), and the phenylsulfonyl‐substituted (1g) benzyllithium compounds were found to be configurationally stable on the time scale set by their addition to the aldehyde 6.
Synthesis and Reactivity of a p‐Methoxyphenyl‐Substituted Enediyne. A Case of Electronic Influence on the Rate of the Bergman Cycloaromatization
Authors: Maier Martin E. , Greiner Beate 
Published: July 2007

AbstractBicyclo[7.3.1]diynes 19a and 19b were prepared by using dibromo olefin 11 and ketone 12 as building blocks. The key step of the synthetic sequence is an intramolecular Nicholas reaction of 17 to give the bicyclo[7.3.1]diyn‐10‐one dicobalthexacarbonyl adducts 18a and 18b (66% total yield). Oxidative decomplexation of 18a and 18b with cer(IV) ammonium nitrate gave the diynes 19a and 19b, respectively. Both diynes 19a and 19b could be oxidatively converted into the enediyne 20 by using DDQ. In contrast to the unsubstituted enediyne 4, compound 20 can be isolated at room temperature Quantitative kinetic measurements of the rate of the Bergman cyclization of 20 gave ΔG# (37°C) = 111 kJ mol−1. This value is 12.3 kJ mol−1 higher than that of 4. The difference in the free activation energy between 20 and 4 is attributed to electronic effects.
One‐Pot Synthesis of a 2‐Dialkylaminoalkyl‐Substituted Tetrahydro‐β‐carboline‐hydantoin System
Authors: Braña Miguel Fernandez , De Miguel Pilar , Klebe Gerhard , Martin Nazario , Walker Nigel 
Published: July 2007

AbstractA new and convenient method for the synthesis of pharmacologically interesting compounds containing the tetrahydro‐β‐carboline‐hydantoin moiety linked to a basic chain, together with a structural study, are reported.
2,3‐Dihydroxy‐3‐{3‐[3‐(trifluoromethyl)diazirin‐3‐yl]phenyl}propionic Acid. A Cleavable Carbene‐Generating Reagent Used for Photocrosslinking
Authors: Kogon Alexander A. , Bochkariov Dmitry E. , Baskunov Boris P. , Cheprakov Andrew V. 
Published: July 2007

AbstractThe synthesis of 2,3‐dihydroxy‐3‐{3‐[3‐(trifluoromethyl)diazirin‐3‐yl]phenyl}propionic acid (8), a new cleavable carbenegenerating reagent used in photocrosslinking experiments in molecular biology is described. This synthesis starts with the bromination of trifluoroacetophenone. The resulting compound 2 is converted into the corresponding diazirine 6 via oxime 3, O‐tosyloxime 4, and diaziridinyl 5 derivatives. The cleavable cis‐diol bond is formed via a cinnamic acid derivative 7 by permanganate oxidation resulting in the title compound 8.
Studies on the Synthesis of 3‐Vinylcephalosporins
Authors: Pitlik János , Batta Gyula , Sztaricskai Ferenc 
Published: July 2007

AbstractSeveral novel cephalosporins 4–19 having substituted vinyl functionalities at C‐3 were synthesized. The title compounds were prepared by a short and simple reaction sequence starting from protected 7‐aminocephalosporanic acid derivatives 1–3 and involving cleavage with iodotrimethylsilane, phosphonium salt formation, and subsequent Wittig reaction. The effect of the substituents are also discussed.
Synthese 2‐Heteroaryl‐substituierter 3,3,3‐Trifluoralanin‐ und 3,3,3‐Trifluormilchsäure‐Derivate
Authors: Sewald Norbert , Burger Klaus 
Published: July 2007

Synthesis of 2‐Heteroaryl‐Substituted 3,3,3‐Trifluoroalanine and 3,3,3‐Trifluorolactic Acid DerivativesTrifluoromethyl‐substituted alkynyl α‐amino acid as well as alkynyl α‐hydroxy acid esters and 1,3‐dipoles (nitrile oxides, diazoalkanes, phenyl azide) react regioselectively to give α‐trifluoromethyl‐substituted heterocyclic α‐amino and α‐hydroxy acid derivatives, respectively.
Synthesen von hydroxylierten Bipyridinen, III. Synthese von unsymmetrischen und symmetrischen Dihydroxybipyridinen
Authors: Dehmlow Eckehard V. , Sleegers Arthur 
Published: July 2007

Syntheses of Hydroxylated Bipyridines, III. — Synthesis of Unsymmetrically and Symmetrically Structured DihydroxybipyridinesFifteen symmetrical and asymmetrical dimethoxybipyridines and the pertinent diols are prepared and characterized. Reductive cross coupling of halopyridines with Ni(0) may result in complex mixtures. The same is true for an alternative reaction of (trimethylstannyl)pyridines with halopyridines in the presence of Pd(0). UV, 1H‐, and 13C‐NMR spectra of the bipyridine derivatives are tabulated.
Glycosyl Imidates, 56. Synthesis of the Hexasaccharide Moiety of Pectinioside E
Authors: Jiang Zi‐Hua , Schmidt Richard R. 
Published: July 2007

AbstractThe synthesis of the hexasaccharide moiety 2 of pectinioside E (1), isolated from the whole bodies of the starfish Asterina pectinifera Müller et Troschel, is described. Building block 4 was prepared by a six‐step procedure from D‐glucose. A reasonable yield was obtained via selective glycosylation of 4 at 2‐OH with donor 5 to give the desired disaccharide 6 which served as an acceptor in the following fucosylation with 9 to afford the crucial trisaccharide 10. This was easily transformed into trichloroacetimidate 12. Disaccharide 17, obtained in high yield by glycosylation of donor 13 with acceptor 14 followed by deacetylation, turned out to be more reactive at 4b‐OH than at 2b‐OH. Thus, the reaction of donor 12 with acceptor 17 gave the desired pentasaccharide 18 β in an acceptable yield; 18 β was readily transformed into the hexasaccharide 20 by glycosylation with donor 15. Debenzylation of 20 followed by deacylation furnished the target hexasaccharide 2 which was characterized by its per‐O‐acetylated product 21.
Synthesis of a Hydroxymethylene‐Bridged Galβ(→3)Gal c‐Disaccharide
Authors: Schmidt Richard R. , Beyerbach Armin 
Published: July 2007

AbstractDirect lithiation of the readily available 2‐phenylsulfinyl‐D‐galactal 3S furnishes with aldehyde 8 as electrophile in a diastereocontrolled reaction the C‐disaccharide intermediate 9. Subsequent removal of the phenylsulfinyl group with Raney nickel and diastereospecific 2b‐hydrogen and 3b‐hydroxy transfer provide the β(1→3)‐connected C‐disaccharide 11 in high yield. The structure of 11 was deduced from its derivative 12 on the basis of 1H‐NMR data. Hydrogenolytic O‐debenzylation gives compound 13, which is characterized as O‐acetylated compound 14.
Use of α‐Bromo Oxime Ethers in the Synthesis of 1,2‐Diamines
Authors: Shatzmiller Shimon , Bercovici Sorin 
Published: July 2007

AbstractOxime ethers 1 react with ammonia and primary amines to give α‐amino oxime ethers. The reaction of α‐bromo oxime ethers with sodium azide affords α‐azido oxime ethers. Hydrogenolysis of the azido compounds using 5% palladium on calcium carbonate as catalyst yields the α‐amino oxime ethers. The reaction of α‐azido oxime ethers with lithium aluminum hydride gives 1,2‐ethanediamine derivatives. The reaction of azido oxime ether 13 with LiAlH4, and subsequently the reaction of the resulting mixture of the diamines 14 and 15 with phosgene, preferably gives cis‐4‐pentyl‐5‐methyl‐2‐imidazolidone (16) indicating that the reduction of 13 proceeds in a stereoselective manner to furnish mainly the syn‐1,2‐ethanediamine 15.
Gezielte Funktionalisierung des Pimarangerüstes, II. Aufbau des D‐Ringes zur Synthese höherer Terpene
Authors: John Michael , Haslinger Ernst 
Published: July 2007

Directed Functionalization of the Pimarane Skeleton, II. — Formation of the D‐Ring for the Synthesis of Higher TerpenesThe conversion of the pimarane skeleton 1 into the tetracyclic compound 3 is described. The synthetic route includes the formation of the D‐ring and the stereoselective introduction of an angular methyl group at C‐14. D‐ring construction has been achieved by selective oxidation of the double bond systems of 2 which lead via 14 to compound 18. This was alkylated to 19 and subsequently converted into 20. Further oxidation gave 21 and the ester 24 which upon treatment with potassium tert‐butoxide formed 25. The angular methyl group was introduced using a organocopper ragent: 26. After decarboxylation and hydrogenation 3 was obtained. It can be used as building unit for the construction of higher terpenes (e.g., tirucallanes 4).
Transannulare Wechselwirkung der funktionellen Gruppen in Tetracyclo[6.3.0.04,11.05,9]undec‐6‐en‐2‐on. — Abnormaler Verlauf einer Ketalisierungsreaktion
Authors: Ipaktschi Junes , Sang Bernd 
Published: July 2007

Transannular Interaction of Functional Groups in Tetracyclo[6.3.0.04,11.05,9]undec‐6‐en‐2‐one. — Unexpected Course of a Ketalization ReactionThe reaction of polycyclic enones 1 with ethylene glycol yielded beside the ketal 2 as main product unexpectedly the cyclic polyether 3. The structure of 3 was established by spectroscopic analysis and independent synthesis starting from 10a and 12a. The analogous synthesis of polyether 17 is described.
Oxidation of Palmitoyl‐ and Benzoylascorbate. — A 13C‐NMR Study
Authors: Berger Stefan , Otten Martina G. , Steinbach Klaus 
Published: July 2007

AbstractAscorbic acid (1a), the 6‐benzoate and 6‐palmitate ester (1b, c) were oxidized by iodine both in D2O and in [D6]DMSO solution. The reactions were followed by 13C‐NMR spectroscopy. It was shown for the 6‐esters 1b, c, that, with the exclusion of water, monomeric dehydroascorbic acid esters 6b, c could be detected.
Synthesis of Segments of the GnRH‐Associated Peptide
Authors: Somlai Csaba , König Wolfgang , Knolle Jochen 
Published: July 2007

AbstractThe 56 amino acid containing GnRH‐associated peptide (GAP) may be prepared by a combination of fragment condensation and solid‐phase peptide synthesis (SPPS). The solution‐phase synthesis of the fragments 1–9 is described. Furthermore, we report on the selective cleavage of benzyl esters by catalytic hydrogenation in the presence of the 9‐fluorenylmethyloxycarbonyl (Fmoc) protecting group. The C‐terminal 15 amino acid containing fragment of GAP (10) was synthesized by SPPS.
Chemo‐enzymatische Synthese von Kohlenhydraten: Die Herstellung von L‐Xylose und 2‐Desoxy‐L‐xylo‐hexose
Authors: Schmid Walther , Heidlas Jürgen , Mathias John P. , Whitesides George M. 
Published: July 2007

Chemo‐Enzymatic Synthesis of Carbohydrates: The Preparation of L‐Xylose and 2‐Deoxy‐L‐xylo‐hexoseA synthetic approach to L‐xylose (6) and 2‐deoxy‐L‐xylo‐hexose (8) has been developed. The strategy utilizes achiral starting materials and employs two enzymatic reactions to introduce the desired chiral centers. Rabbit muscle aldolase (RAMA)‐catalyzed condensation of (3‐phenylthio)propanal (1) with dihydroxyacetone phosphate (DHAP) affords the C‐6 skeleton 2 with D‐threo configuration between C‐3 and C‐4. Diastereoselective reduction of 2 with sorbitol dehydrogenase (SDH) introduces the final stereocenter of the tetrahydroxy derivative 3. After oxidation of sulfide 3 to the corresponding diastereotopic sulfoxides 4, L‐xylose (6) is obtained by thermal elimination of phenylsulfenic acid followed by ozonolysis. 2‐Deoxy‐L‐xylo‐hexose (8) is yielded from 4 by a Pummerer rearrangement and subsequent reductive deprotection (DI‐BAL‐H) of the rearrangement product 7.
Synthetische und spektroskopische Studien an Nb‐substituierten Hexahydrocanthin‐6‐olen und deren Säure‐katalysierte Dimerisierung
Authors: Achenbach Hans , Düthorn Berthold , Waibel Reiner 
Published: July 2007

Synthetic and Spectroscopic Studies with Nb‐Substituted Hexahydrocanthin‐6‐ols and Their Acid‐Catalyzed DimerizationHexahydrocanthin‐6‐ol (1) constitutes with its carbinolamine group the reactive structural element of some alkaloids of the eburnamine/vincamine group. In acidic medium, the title compounds undergo a dimerization reaction by linkage between the D‐rings. Dimerization products caused by electrophilic substitution of the aromatic system have not been observed under the conditions applied.
D‐Galacturonsäurederivate, VI. D‐Galacturonsäurederivate mit flüssigkristallinen Eigenschaften
Authors: Vogel Christian , Jeschke Udo , Vill Volkmar , Fischer Hartmut 
Published: July 2007

D‐Galacturonic Acid Derivatives, VI. — D‐Galacturonic Acid Derivatives with Liquid Crystalline PropertiesEsters, thioesters, and amides of D‐galacturonic acid have been synthesized from alcohols, thioalcohols, and amines having long alkyl chains. Key intermediate of the reaction with the different nucleophiles was the 1,2;3,4‐di‐O‐isopropylidene‐α‐D‐galactopyranuronosyl chloride (3). Deisopropylidenation of the protected esters, thioesters, and amides was achieved by trifluoroacetic acid. The investigation of the liquid crystalline properties was carried out with a polarizing microscop, DSC measurements, and X‐ray diffraction. Molecules with three long alkyl chains can be obtained by reaction of amides 5h and 5i with thioalcohols. MM2 calculations voted a Y‐shaped structure of the mercaptals 8a and 8b which do exhibit thermotropically a columnar hexagonal mesophase (Dhd) as we have proved by X‐ray diffraction.
Base‐Mediated Ring Expansion Reactions, III. A New Route from Dihydroisoquinolines to 2‐benzazepines
Authors: Groth Ulrich , Richter Lutz , Schöllkopf Ulrich , Zindel Jürgen 
Published: July 2007

AbstractThe substituted 2‐benzazepines 4, 5 and 12 were prepared by a base‐mediated ring expansion reaction of mesylates 1a–e, which were synthesized in 4 to 5 steps by starting from benzolactams 6.
Pheromone Synthesis, CXLIV. A Synthesis of (1R,5S)‐(+)‐Frontalin from (S)‐(—)‐2‐Hydroxyparaconic Acid
Authors: Mori Kenji , Fukamatsu Kunio 
Published: July 2007

Abstract(—)‐2‐Hydroxyparaconic acid (1a) was converted into (1R,5S)‐frontalin (10) via dimethyl (R)‐citramalate (4), and shown to possess the absolute configuration S.
Biosynthesis of Natural Products with a PC Bond, X. Incorporation of D‐[1‐2H1]Glucose into 2‐Aminoethylphosphonic Acid in Tetrahymena thermophila and into Fosfomycin in Streptomyces fradiae. — the Stereochemical Course of a Phosphoenolpyruvate Mutase‐Catalyzed Reaction
Authors: Hammerschmidt Friedrich , Kählig Hanspeter 
Published: July 2007

Abstract2‐Aminoethylphosphonic acid and fosfomycin produced on feeding D‐[1‐2H1]glucose to Tetrahymena thermophila and Streptomyces fradiae, respectively, indicate that the phosphoenolpyruvate mutase catalyzes the stereospecific transfer of the phospho group of (Z)‐phosphoenol‐[3‐2H1]pyruvate from oxygen to carbon from the si face. 2H‐NMR spectroscopy was used to determine the configuration at C‐1 of biosynthetically formed 2‐amino‐[1‐2H1]ethylphosphonic acid after derivatization with (—)‐camphanoyl chloride and diazomethane.
Synthesis of a Spiro[tetrahydroquinoline‐[1,3,4]thiadiazole] Derivative
Authors: Somogyi László , Batta Gyula , Tokés Adrienne L. 
Published: July 2007

AbstractThe synthesis of 2‐phenyl‐1,2,3,4‐tetrahydroquinolin‐4‐one thiosemicarbazone (2c) and subsequent cyclization to the title compound (3e, R = H) under acetylating conditions are described Their structure was determined by IR‐, 1H‐ and 13C NMR, as well as mass spectral data.
Enzym‐katalysierte Reaktionen, 13. Eine neue, effiziente Synthese von Fagomin
Authors: Effenberger Franz , Null Volker 
Published: July 2007

Enzyme‐Catalyzed Reactions, 13. — A New, Efficient Synthesis of Fagomine2‐Deoxy‐L‐threo‐5‐hexulosonitrile (4) is obtained in excellent chemical yield by yeast transketolase (EC 2.2.1.1)‐catalyzed reaction of racemic 3‐hydroxy‐4‐oxobutyronitrile [(R/S)‐2] with lithium hydroxypyruvate (3). Catalytic hydrogenation of 4 exclusively gives fagomine (7).