A synthesis of. alpha.,. beta.-unsaturated ketones from. alpha.,. beta.-unsaturated nitriles

RR Wroble, DS Watt

Index: Wroble,R.R.; Watt,D.S. Journal of Organic Chemistry, 1976 , vol. 41, p. 2939 - 2940

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Citation Number: 10

Abstract

Summary: An effective sequence for the synthesis of a, P-unsaturated ketones involves (1) the Horner-Emmons modification of the Wittig reaction to synthesize a,@-unsaturated nitriles, RzCH2 (Rl) C= C (R3) CN, from carbonyl compounds, R2CH2COR1, and (2) the oxidative decyanation of the a,@-unsaturated nitriles to afford a,@-unsaturated ketones, R2CH= C (Rl) COR3, by sequential treatment with lithium diisopropylamide, oxygen gas, ...