Tetrahedron Letters

α-Oxoketene dithioacetals: Versatile substrates for 1, 3-carbonyl transpositions

RK Dieter, Y Jenkitkasemwong

Index: Dieter, R. Karl; Jenkitkasemwong, Yawares Tetrahedron Letters, 1982 , vol. 23, # 37 p. 3747 - 3750

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Citation Number: 14

Abstract

Abstract A two step procedure for the conversion of α-oxoketene dithioacetals to β- substituted α, β-unsaturated thioesters or acids is described. The overall transformation represents a 1, 3-carbonyl transposition in which the original ketone carbonyl emerges as the carbonyl of an acid or thioester. The resulting thioesters and acids constitute versatile acylating reagents in accord with established procedures.