New isoxazolidine-based chiral auxiliaries for asymmetric syntheses

被引：25
作者：
Abiko, A
Liu, JF
Wang, GQ
Masamune, S
机构：
[1] KAO CORP,INST FUNDAMENTAL RES,ICHIKAI,TOCHIGI 32134,JAPAN
[2] MIT,DEPT CHEM,CAMBRIDGE,MA 02139
来源：
TETRAHEDRON LETTERS | 1997年 / 38卷 / 18期
关键词：
OLEFIN CYCLOADDITION;
D O I：
10.1016/S0040-4039(97)00580-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
New chiral auxiliaries based on the bicyclic-isoxazolidine skeleton, 3-oxa-2,7-diazabicylo[3,3,0]octane derivatives, were synthesized in 60 similar to 80% overall yields from amino acids. Asymmetric alkylation and boron aldol reaction using the auxiliaries proceeded with high selectivities. ''Carboxylic amide'' has been used for the asymmetric boron-mediated aldol reaction for the first time. (C) 1997 Elsevier Science Ltd.
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收藏
页码：3261 / 3264
页数：4
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