Allylcerium (III) compounds, powerful new synthetic reagents. A new stereocontrolled approach to olefins and methylene-interrupted polyenes

BS Guo, W Doubleday, T Cohen

Index: Guo, Bao-Shan; Doubleday, Wendel; Cohen, Theodore Journal of the American Chemical Society, 1987 , vol. 109, # 15 p. 4710 - 4711

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Citation Number: 79

Abstract

We have recently reported that reductive metalation of allyl phenyl sulfides is a versatile and general preparative method for hydrocarbon allyl anions and that the latter, in the presence of titanium tetraisopropoxide, add in a 1, 2-fashion to enals only at the most substituted terminus of the allyl We now reveal simple procedures for securing 1, 2-addition to aldehydes and enals mainly at the least substituted terminus of such allyl anions, a unique ...