21504-18-7Relevant academic research and scientific papers
Synthesis of Trimethyl α-Keto Trithioorthoesters and Dimethyl α-Keto Dithioacetals by Reaction of Esters with Tris(methylthio)methyllithium
Barbero, Margherita,Cadamuro, Silvano,Degani, Iacopo,Dughera, Stefano,Fochi, Rita
, p. 6017 - 6024 (2007/10/03)
A complete study has been made of the reaction of tris(methylthio)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-(methylthio)phthalimide or BuLi), can supply easily, in excellent and reproducible yields, the trimethyl α-keto trithioorthoesters 3 or, alternatively, the dimethyl α-keto dithioacetals 4.The reaction mechanism has been elucidated.
