Synthesis of allenic diols by samarium diiodide-promoted coupling between alkynyloxiranes and ketones

被引：17

作者：

Aurrecoechea, JM ^{[1
]}

Alonso, E ^{[1
]}

Solay, M ^{[1
]}

机构：

[1] Univ Basque Country, Fac Ciencias, Dept Quim Organ, E-48080 Bilbao, Spain

来源：

TETRAHEDRON | 1998年 / 54卷 / 15期

关键词：

D O I：

10.1016/S0040-4020(98)00110-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The SmI2-mediated reductive coupling between alkynyloxiranes and ketones provides a new route to 2,3-pentadiene-1,5-diols. The preferred stereochemistry observed in the coupling products is the result of the new C-C bond forming anti with respect to the opening epoxide ring. Yields and diastereoselectivities are dependent on the alkynyloxirane substitution pattern. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：3833 / 3850

页数：18