Asymmetric synthesis of all isomers of α-methyl-β-phenylserine

被引：32

作者：

Avenoza, A ^{[1
]}

Cativiela, C

Corzana, F

Peregrina, JM

Zurbano, MM

机构：

[1] Univ La Rioja, Dept Quim, Grp Sintesis Quim Rioja, UA,CSIC, Logrono 26001, Spain

[2] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Dept Quim Organ, E-50009 Zaragoza, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 10期

关键词：

D O I：

10.1016/S0957-4166(00)00149-X

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

This report describes the synthesis of enantiomerically pure (2R,3R)-, (2R,3S)-, (2S,3S)- and (2S,3R)-2-amino-3-hydroxy-2-methyl-3-phenylpropanoic acids, four quaternary a-amino acids, using a stereodivergent synthetic route and starting from (S)- and (R)-N-Boc-N,O-isopropylidene-alpha-methylserinals The key step involves the asymmetric Grignard additions to the above chiral aldehydes, in which high levels of asymmetric induction are observed. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：2195 / 2204

页数：10

共 47 条

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