A synthesis of multisubstituted vinylsilanes via ynolates: stereoselective formation of beta-silyl-beta-lactones followed by decarboxylation.
(Z)-Selective synthesis of multisubstituted vinylsilanes was achieved by stereoselective protonation or alkylation of beta-silyl-beta-lactone enolates, prepared by cycloadditions of acylsilanes with ynolates, followed by decarboxylation.
Shindo
Mitsuru
M
Institute of Health Biosciences, The University of Tokushima Graduate School, Shomachi 1, Tokushima 770-8505, Japan. shindo@ph.tokushima-u.ac.jp
Matsumoto
Kenji
K
Shishido
Kozo
K
D003500:Cyclization; D003653:Decarboxylation; D007783:Lactones / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
D007783:Lactones; D012821:Silanes; D014753:Vinyl Compounds; C476909:vinylsilane