Enantioselective synthesis of α-carbon deuterium-labelled L-α-amino acids

被引：51

作者：

Lygo, B ^{[1
]}

Humphreys, LD ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 37期

关键词：

D O I：

10.1016/S0040-4039(02)01251-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this paper we describe a simple and efficient method for the synthesis of of-carbon deuterium labelled L-alpha-amino acids via asymmetric alkylation of a benzoplenone-derived glycine imine. The key alkylation step employs a chiral quaternary ammonium salt derived from cinchonidine in conjunction with KOD in D2O enabling both side-chain and isotopic label to be incorporated in a single reaction step. Mild acid hydrolysis of the resulting imines then furnishes the labelled amino acid esters in good overall yield and high enantiomeric excess. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：6677 / 6679

页数：3

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