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.
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收藏
页码：481 / 485
页数：5
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