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Stereoselective synthesis of E-β,β-disubstituted alkenylsilanes from α-(mesyloxy)allylsilanes.

✍ Scribed by Steven D. Burke; Anthony D. Piscopio; Michael E. Kort

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
167 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis

Cross-coupling reactions of various organocopper reagents with u-(mesyloxy)ailyls~lanes have been evaluated for stereoselectlve P,P-dlsubstltuted vinylsilane synthesis $2' displacements with RMgBdCuCN(cat ) reagents proceeded In high yields (84+94%) and E-selectlvltles (10 1 -+ 38 1) in THF at -78°C

The vinylsllane moiety has become an Important organic functlonal group.' Although general methods are available for the synthesis of E-or Z-1,2-disubstltuted alkenylsllanes," stereoselective routes to trisubstltuted alkenylsllanes are less common.4

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