Highly diastereoselective Simmons-Smith cyclopropanation of allylic amines

被引：31

作者：

Aggarwal, VK

Fang, GY

Meek, G

机构：

[1] Univ Bristol, Dept Chem, Bristol, Avon, England

[2] Chirotech Technol Ltd, Dowpharma, Cambridge, England

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 23期

关键词：

D O I：

10.1021/ol035713b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclopropanation of allylic tertiary amines using the Simmons-Smith reagent has been achieved by employing chelating groups in close proximity to the amine. The chelating groups promote cyclopropa nation at the expense of N-ylide formation. Using pseudoephedrine as the chelating group, high diastereoselectivity is observed.

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页码：4417 / 4420

页数：4

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