Chemistry of organosilicon compounds. 99. Conjugate addition of allylsilanes to. alpha.,. beta.-enones. A New method of stereoselective introduction of the angular …

A Hosomi, H Sakurai

Index: Hosomi,A.; Sakurai,H. Journal of the American Chemical Society, 1977 , vol. 99, # 5 p. 1673 - 1675

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Citation Number: 327

Abstract

Allylsilanes are interesting synthetic intermediates with highly nucleophilic double bonds,'and recently we have demonstrated that the allyl transfer reaction takes place very smoothly from allylsilanes to carbonyl and acetal~,~~ with regiospecific transposition of the allylic part, to afford homoallyl alcohols and homoallyl ethers, respectively. Titanium chloride is the most effective activator of the reaction among various Lewis acids.