Stereoselective Michael-aldol tandem reaction of phenylselenomagnesium bromide with acetylenic sulfones and aldehydes. An efficient synthesis of polyfunctionalized allylic alcohols.
作者信息
Huang Xian, Xie Meihua
机构信息
Department of Chemistry, Zhejiang University, Xi-xi Campus, Hangzhou 310028, P. R. China.
出版信息
Org Lett. 2002 Apr 18;4(8):1331-4. doi: 10.1021/ol025628o.
PMID:11950355
Abstract
A mixture of phenylselenomagnesium bromide, an acetylenic sulfone, and an aldehyde in THF/CH(2)Cl(2) afforded Michael-aldol tandem adduct, i.e., (Z)-beta-phenylseleno-alpha-(p-tolylsulfonyl)allylic alcohol, in good yield with high stereoselectivity. The stereoselectivity greatly depended on solvent. [reaction: see text]
摘要
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