Tetrahedron

Relative reactivity of 2-diphenylphosphinoyl-and 2-diphenyl-thiophosphinoyl-2-[1, 3] dithianyllithium as reagents wittig-horner/corey-seebach

E Juaristi, B Gordillo, L Valle

Index: Juaristi, Eusebio; Gordillo, Barbara; Valle, Lucia Tetrahedron, 1986 , vol. 42, # 7 p. 1963 - 1970

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Citation Number: 22

Abstract

The reaction of the title carbanions with several aldehydes and ketones to afford the corresponding ketene dithioketals was studied. It was found that the P O organolithium reagent reacted with both types of carbonyl substrates in good to excellent yields. On the other hand, the P S reagent reacted selectively with aldehydes although in poor yield. This contrasting behavior can not be ascribed to a greater stability of the latter carbanion since ...