Enantioselective synthesis of (S)- and (R)-α-methylserines:: application to the synthesis of (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinals

被引：52

作者：

Avenoza, A ^{[1
]}

Cativiela, C

Corzana, F

Peregrina, JM

Sucunza, D

Zurbano, MM

机构：

[1] Univ La Rioja, Dept Quim, Grp Sintesis Quim La Rioja, CSIC,UA, Logrono 26006, Spain

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

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 06期

关键词：

D O I：

10.1016/S0957-4166(01)00159-8

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 (S)- and (R)-alpha -methylserines on a multigram scale, starting from the Weinreb amide of 2-methyl-2-propenoic acid and using a stereodivergent synthetic route that involves a Sharpless asymmetric dihydroxylation reaction. As a synthetic application of these quaternary alpha -amino acids, they were used as starting materials in the synthesis of the well-known valuable homochiral (S)- and (R)-N-Boc-N,O-isopropylidene-alpha -methylserinal building blocks. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：949 / 957

页数：9

共 49 条

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