ASYMMETRIC STRECKER SYNTHESIS USING ENANTIOPURE SULFINIMINES - A CONVENIENT SYNTHESIS OF ALPHA-AMINO-ACIDS

被引：64

作者：

DAVIS, FA

REDDY, RE

PORTONOVO, PS

机构：

[1] Department of Chemistry, Drexel University, Philadelphia

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 50期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(00)78540-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diethylaluminum cyanide adds stereoselectively to enantiopure sulfinimines 1 and 2 to give diastereomerically enriched alpha-amino nitriles 3 and 4 which are hydrolyzed in one step to alpha-amino acids 5 in >95% ee and good yields.

引用

页码：9351 / 9354

页数：4

共 28 条

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[6] SYNTHESIS OF (2R,3S)-METHYL-2-FLUORO-3-(N-BENZOYLAMINO)-3-PHENYLPROPANOATE - MODIFIED SIDE-CHAIN OF TAXOL
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[7] ASYMMETRIC-SYNTHESIS AND REACTIONS OF CIS-N-(P-TOLUENESULFINYL)AZIRIDINE-2-CARBOXYLIC ACIDS
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (12) : 3243 - 3245
[8] ASYMMETRIC-SYNTHESIS OF SULFINIMINES - CHIRAL AMMONIA IMINE SYNTHONS
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PORTONOVO, PS
[J]. TETRAHEDRON LETTERS, 1993, 34 (39) : 6229 - 6232
[9] DAVIS FA, IN PRESS TETRAHEDRON
[10] DAVIS FA, 1992, J ORG CHEM, V57, P6337

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