CHIRAL AMINAL TEMPLATES .6. DIASTEREOSELECTIVITY OF HYDRAZONE ALKYLATION - ASYMMETRIC-SYNTHESIS OF ALPHA-AMINOALDEHYDES

被引：53

作者：

ALEXAKIS, A

LENSEN, N

MANGENEY, P

机构：

[1] Laboratoire de Chimie des Organo-Eléments, associé au CNRS Université P. et M. Curie, F-75252 Paris Cedex 05, 4, Place Jussieu

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(00)92036-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Glyoxal is efficiently transformed into the chiral aminals bearing the hydrazone functionality 2a and 2b. These compounds react under complete diastereocontrol with various organolithium reagents, affording chiral hydrazines 3-9. Reduction with Raney nickel leads to aminal protected alpha-aminoaldehydes, which, in turn, are easily hydrolyzed to the free chiral aldehydes (after tBoc protection of the amine).

引用

页码：1171 / 1174

页数：4

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