PREPARATION OF SEMIALDEHYDE DERIVATIVES OF ASPARTIC AND GLUTAMIC-ACID VIA THE ROSENMUND REDUCTION

被引:25
作者
BOLD, G
STEINER, H
MOESCH, L
WALLISER, B
机构
[1] Zentrale Forschungslaboratorien, Ciba-Geigy Ag, Basel
关键词
D O I
10.1002/hlca.19900730219
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Preparation of ‘Semialdehyde’ Derivatives of Aspartic and Glutamic Acid via the Rosenmund Reduction Suitably protected aspartic‐acid ‘β‐semialdehyde’ and glutamic‐acid ‘γ‐aldehyde’ derivatives can be obtained, in good yield by Rosenmund reduction of the corresponding acid chlorides. Benzyloxycarbonyl (Z) and (tert‐butoxy)carbonyl (Boc) protecting groups are not affected under these reaction conditions. The sensitive aldehydes, which are obtained in higher purity than by hydride reductions, can directly be used for further transformations like aldol‐type reactions. Copyright © 1990 Verlag GmbH & Co. KGaA, Weinheim
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页码:405 / 410
页数:6
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