The Journal of organic chemistry

Synthesis of alkenes from carbonyl compounds and carbanions alpha to silicon. III. Full report and a synthesis of the sex pheromone of gypsy moth

TH Chan, E Chang

Index: Chan,T.H.; Chang,E. Journal of Organic Chemistry, 1974 , vol. 39, p. 3264 - 3268

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Citation Number: 89

Abstract

The synthesis of alkenes from carbonyl compounds and carbanions a to silicon is described. Methylenation of carbonyl compounds was accomplished by their reactions with trimethylsilylmethyl carbanion followed by treatment with thionyl chloride or acetyl chloride. Additions of organolithiums to triphenylvinylsilane were used as a method to generate a- silylalkyllithiums which reacted with carbonyl compounds to give the corresponding ...