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.

引用

页码：3261 / 3264

页数：4

共 13 条

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