Synthesis of trimethyl. alpha.-keto trithioorthoesters and dimethyl. alpha.-keto dithioacetals by reaction of esters with tris (methylthio) methyllithium

…, SI Cadamuro, I Degani, S Dughera…

Index: Barbero, Margherita; Cadamuro, Silvano; Degani, Iacopo; Dughera, Stefano; Fochi, Rita Journal of Organic Chemistry, 1995 , vol. 60, # 19 p. 6017 - 6024

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Citation Number: 17

Abstract

A complete study has been made of the reaction of tris (methy1thio) methyllithium with aromatic, heteroaromatic, and aliphatic esters. It is a one-pot reaction that despite its complexity, and depending on the reagent ratios, the reaction conditions, and the possible use of additional reagents (N-(methy1thio) phthalimide or BuLi), can supply easily, in excellent and reproducible yields, the trimethyl a-keto trithioorthoesters 3 or, alternatively, ...