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
收藏
页码：2009 / 2013
页数：5
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