Synthesis of highly epimerizable N-protected α-amino aldehydes of high enantiomeric excess

被引：97

作者：

Myers, AG ^{[1
]}

Zhong, BY ^{[1
]}

Movassaghi, M ^{[1
]}

Kung, DW ^{[1
]}

Lanman, BA ^{[1
]}

Kwon, S ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 09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(99)02293-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Dess-Martin periodinane was found to be a superior oxidant for the efficient, epimerization-free synthesis of optically active N-protected alpha-amino aldehydes from the corresponding N-protected beta-amino alcohols. Highly racemization-prone products, including N-Fmoc phenylglycinal and N-trifluoroacetyl alpha-amino aldehydes, were prepared in greater than or equal to 95% yield with less than or equal to 1% epimerization. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1359 / 1362

页数：4

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