Title of article
Sulfoxide-controlled SN2′ displacements between cuprates and vinyl and alkynyl epoxy sulfoxides
Author/Authors
Roberto Fern?ndez de la Pradilla، نويسنده , , Alma Viso، نويسنده , , Sonia Castro، نويسنده , , Jorge Fern?ndez، نويسنده , , Pilar Manzano، نويسنده , , Mariola Tortosa، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
10
From page
8171
To page
8180
Abstract
The SN2′ displacement of readily available vinyl epoxy sulfoxides with organocopper reagents takes place in good yields with high anti selectivity and a good degree of E/Z stereocontrol to produce enantiopure α-hydroxy vinyl sulfoxides. A second allylic displacement on the related mesyloxy vinyl sulfoxides allows for the asymmetric construction of two adjacent chiral centers. In addition, cuprate mediated SN2′ addition to alkynyl epoxy sulfoxides affords α-hydroxy allenyl sulfoxides in good yields.
Keywords
Sulfoxide , Epoxide , Cuprate , Asymmetric SN2? , Allenes
Journal title
Tetrahedron
Serial Year
2004
Journal title
Tetrahedron
Record number
1087035
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