A new synthesis of enantiomerically pure syn-(S)-β-hydroxy-α-amino acids via asymmetric aldol reactions of aldehydes with a homochiral Ni(II)-glycine/(S)-BPB Schiff base complex

被引：49

作者：

Belokon, YN

Kochetkov, KA

Ikonnikov, NS

Strelkova, TV

Harutyunyan, SR

Saghiyan, AS

机构：

[1] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 117813, Russia

[2] Yerevan State Univ, Fac Chem, Dept Organ Chem, Yerevan 1, Manukian, Armenia

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 03期

关键词：

D O I：

10.1016/S0957-4166(01)00071-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

syn-(S)-beta -Hydroxy-alpha -amino acids were synthesised stereoselectivity via elaboration of the asymmetric aldol reactions of aldehydes with a chiral Ni(II)-(S)-BPB/glycine Schiff base comp]es in the presence of equimolar NaH in THF. The stereoselectivity of the reaction was studied as a function of rime. the reaction conditions. the nature of the carbonyl compounds and the base used. The synthetic potential of this asymmetric method was demonstrated in the preparation of syn-(S)-beta -hydroxyleucine on a multi-gram scale. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：481 / 485

页数：5