Stereochemical study of the allylation of aldehydes with allyl halides in cosolvent/water (salt)/Zn and in cosolvent/water (salt)/Zn/haloorganotin media

D Marton, D Stivanello, G Tagliavini

Index: Marton, Daniele; Stivanello, Diego; Tagliavini, Giuseppe Journal of Organic Chemistry, 1996 , vol. 61, # 8 p. 2731 - 2737

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Citation Number: 62

Abstract

The stereochemical course of the allylation and propargylation of several aldehydes with crotyl and propargyl halides using zinc powder as the condensing agent in cosolvent/water (salt) media have been extensively studied. Radical ions of well-defined geometry such as [CH2 CHCH (CH3) Br]-are thought to be formed through an electron-transfer process, which seems to be accelerated by the high interfacial energy developed by the water. These ...

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