1,3-dipolar cycloaddition of chirally modified vinylboronic ester with nitrile oxides

被引：19

作者：

Zhang, A ^{[1
]}

Kan, Y ^{[1
]}

Zhao, GL ^{[1
]}

Jiang, B ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Organomet Chem Lab, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 2000年 / 56卷 / 07期

关键词：

1,3-dipolar cycloaddition; vinylboronic ester; Delta(2)-isoxazolines; 4-hydroxy-Delta(2)-isoxazolines;

D O I：

10.1016/S0040-4020(00)00017-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral modified vinylboronic ester 1, derived from D-(+)-mannitol, reacted with nitrile oxides to afford optically active isoxazolines. The regioselectivity was excellent and moderate stereoselectivity (up to 60% d.e.) was achieved. The configuration of new chiral centres in all the isoxazoline products was established by NMR: analysis or X-ray analysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：965 / 970

页数：6

共 17 条

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