Chemistry of aziridine carboxylic acids .7. Synthesis of ethyl (2R,3S)-N-Boc- and -N-benzyl-3-vinylaziridine-2-carboxylates: New potential building blocks for enantiomerically pure unsaturated amino acids

被引：0

作者：

Jahnisch, K

机构：

来源：

LIEBIGS ANNALEN-RECUEIL | 1997年 / 04期

关键词：

aziridines; amino acids; Michael-type addition reactions; thiocarbonates; olefinations;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantiomerically pure cis- and trans-1H-aziridine-carboxylic acid derivatives 2a, b and 3a, b have been prepared by asymmetric Michael-type addition of ammonia to chiral acrylates 1a, b with high syn selectivity. The title compounds were obtained from the diols 8a, b by Corey-Winter olefination.

引用

页码：757 / 760

页数：4

共 11 条

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[2] Synthesis of optically pure N-Boc-protected (2R,3R)- and (2R,3S)-3-fluoroprolines
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[3] Structures and Properties of a Diastereoisomeric Molecular Compound of (2S,3S)- and (2R,3S)-N-Acetyl-2-amino-3-methylpentanoic Acids
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CHIARONI, A
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TETRAHEDRON LETTERS, 1995, 36 (18) : 3149 - 3152
[6] ASYMMETRIC-SYNTHESIS OF (2S,3R)-2-AMINOMETHYL-3-HYDROXY-3-PHENYLPROPANOIC AND (2S,3S)-2-AMINOMETHYL-3-HYDROXY-3-PHENYLPROPANOIC ACIDS VIA A CHIRAL NIII COMPLEX OF A SCHIFF-BASE PREPARED FROM BETA-ALANINE AND (S)-2-[-N-(N'-BENZYL)PROLYLAMINO]BENZOPHENONE
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[7] The practical synthesis of a uterine relaxant, bis(2-{[(2S)-2-({(2R)-2-hydroxy-2-[4-hydroxy-3-(2-hydroxyethyl)-phenyl]ethyl}amino)-1,2,3,4-tetrahydronaphthalen-7-yl]oxy}-N,N-dimethylacetamide) sulfate (KUR-1246)
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[8] Scale-up Synthesis of (R)- and (S)-N-(2-Benzoy1-4-chloropheny1)-1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxamide Hydrochloride, A Versatile Reagent for the Preparation of Tailor-Made α- and β-Amino Acids in an Enantiomerically Pure Form
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[9] NOVEL ANIONIC REAGENTS FOR THE STEREOSELECTIVE SYNTHESIS OF GAMMA-HYDROXY-ALPHA-AMINO-ACIDS - AN X-RAY CRYSTALLOGRAPHIC STUDY OF 2R(S)-BENZOYLAMINO-N-TERT-BUTYL-4R(S)-HYDROXY-4-(4-METHOXYPHENYL)-3R(S)-METHYLBUTANAMIDE
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[10] New photosensitive and optically active organo-soluble poly(amide–imide)s from N,N′-(bicyclo[2,2,2]oct-7-ene-tetracarboxylic)-bis-L-amino acids and 1,5-bis(4-aminophenyl)penta-1,4-dien-3-one: synthesis and characterization
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