Title of article
Highly regio- and stereocontrolled SN2′ reactions of gem-difluorinated vinyloxiranes with monoalkylcopper reagents
Author/Authors
Hisanori Ueki، نويسنده , , Takashi Chiba، نويسنده , , Takashi Yamazaki، نويسنده , , Tomoya Kitazume، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
7
From page
11141
To page
11147
Abstract
Reaction of gem-difluorinated vinyloxiranes with RCu(X)Li allowed us to introduce the R group regioselectively at the fluorine-attached terminal carbon atom in an SN2′ manner to afford (E)-allylic alcohols exclusively, while homoallylic alcohols with anti stereochemical relationship were found to be obtained selectively from higher-ordered cuprates derived from CuCl and RMgBr in a ratio of 1:3.
Keywords
Sn2 reaction , AlR3 , Inversion , Cuprate , SN2? reaction , Retention
Journal title
Tetrahedron
Serial Year
2005
Journal title
Tetrahedron
Record number
1089338
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