2-[(Trimethylsilyl) methyl]-1-(trimethylsilyl) propen-3-yl carboxylates in cycloaddition. Novel approach for substitutive cyclopentannulation

…, SM Mignani, TN Nanninga

Index: Trost,B.M.; Mignani,S.M.; Nanninga,T.N. Journal of the American Chemical Society, 1988 , vol. 110, p. 1602

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Citation Number: 43

Abstract

Abstract: Twofold sequential metalation-silylation of methallyl alcohol followed by acid hydrolysis provides 2-[(trimethyl-silyl) methyl]-l-(trimethylsilyl)-l-propen-3-ol from which the corresponding acetate and carbonate are readily available. The acetate participates in palladium-catalyzed cycloadditions to give the trimethylsilyl-substituted methylenecyclopentanes. Unlike other substituted trimethylenemethane cycloadditions via ...