Synthesis of 1, 4-keto esters and 1, 4-diketones via palladium-catalyzed acylation of siloxycyclopropanes. Synthetic and mechanistic studies

T Fujimura, S Aoki, E Nakamura

Index: Fujimura, Tsutomu; Aoki, Satoshi; Nakamura, Eiichi Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2809 - 2821

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Citation Number: 64

Abstract

The reaction of a variety of siloxycyclopropanes with acid chlorides in the presence of a catalytic amount of a palladium/phosphine complex gives l, 4-dicarbonyl compounds to good yield. 1-Alkoxy-1-(trialkylsiloxyb cyclopropanes react with both aromatic and aliphatic acid chlorides in chloroform to give 1, 4keto esters. Synthesis of 1, Cdiketones by the acylation of 1-alkyl-or 1-aryl-1-siloxycyclopropanes has been achieved by carrying out the ...