Stereoselective synthesis of Z alkenyl halides via Julia olefination

被引：55

作者：

Lebrun, ME ^{[1
]}

Le Marquand, P ^{[1
]}

Berthelette, C ^{[1
]}

机构：

[1] Merck Frosst Ctr Therapeut Res, Dept Med Chem, Pointe Claire, PQ H9R 4P8, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 05期

关键词：

D O I：

10.1021/jo052370h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Julia olefination between alpha-halomethyl sulfones and a variety of aldehydes afforded alkenyl halides in good to excellent yields with high E/Z stereo selectivities. Sulfones were readily prepared in two or three steps from commercially available reagents in good yields. Optimization revealed that the nature of the Z solvent, the base, and the additive were crucial to obtain the desired alkenyl halides.

引用

页码：2009 / 2013

页数：5

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