Tetrahedron

Aggregative activation and carbanion chemistry: complex base deprotonation and directed functionalisation of dithioacetals

P Gros, P Hansen, P Caubére

Index: Gros, Philippe; Hansen, Philippe; Caubere, Paul Tetrahedron, 1996 , vol. 52, # 48 p. 15147 - 15156

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Citation Number: 10

Abstract

Bis (phenylthio) methane and [1, 3]-dithiane were efficiently deprotonated by the NaNH2-Et (OCH2CH2) 2-ONa complex base. A marked behaviour difference was observed between the sodium carbanion of [1, 3]-dithiane and the corresponding lithio-derivative. A “radicaloid” mechanism is proposed to explain the results observed.

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