A detailed investigation of the desilylation of (Z)-α-dimethylphenylsilyl vinyl sulfides with fluoride ion has shown that in substrates containing an electron-withdrawing group β to the sulfur, phenyl group migration occurs as a result of a fluoride ion catalyzed retro-Michael reaction.
Bonini B.F., Franchini M.C., Fochi M., Mazzanti G., Ricci A. (1997). Desilylation of (Z)-α-dimethylphenylsilyl vinyl sulfides with fluoride ion: Revised mechanism for phenyl group migration in substrates containing an electron-withdrawing group β to the sulfur. JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I, 1997(21), 3211-3217.
Desilylation of (Z)-α-dimethylphenylsilyl vinyl sulfides with fluoride ion: Revised mechanism for phenyl group migration in substrates containing an electron-withdrawing group β to the sulfur
Bonini B. F.;Franchini M. C.;Fochi M.;Mazzanti G.;Ricci A.
1997
Abstract
A detailed investigation of the desilylation of (Z)-α-dimethylphenylsilyl vinyl sulfides with fluoride ion has shown that in substrates containing an electron-withdrawing group β to the sulfur, phenyl group migration occurs as a result of a fluoride ion catalyzed retro-Michael reaction.File in questo prodotto:
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