A synthesis of multisubstituted vinylsilanes via ynolates: stereoselective formation of β-silyl-β-lactones followed by decarboxylation

M Shindo, K Matsumoto, K Shishido

Index: Shindo, Mitsuru; Matsumoto, Kenji; Shishido, Kozo Chemical Communications, 2005 , # 19 p. 2477 - 2479

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Abstract

Vinylsilanes are important synthetic tools in organic chemistry. 1 Although various methodologies for their preparation have been reported, there have been few reports on a successful, widely useful stereoselective olefination of acylsilanes. 2 Recently, we reported a stereoselective olefination of acylsilanes, via torquoselective electrocyclic ring-opening of β-lactone enolates derived from ynolates, giving (Z)-β-trialkylsilyl-α,β-substituted acrylates, that is, multisubstituted ...