Regiospecific Synthesis of α-Diones, α, α-Dialkoxyketones and α-Alkoxy-α-Sulfenylated Ketones

…, M Boeykens, VI Tyvorskii, O Kulinkovich, N De Kimpe

Index: Tehrani; Boeykens; Tyvorskii; Kulinkovich; De Kimpe Tetrahedron, 2000 , vol. 56, # 35 p. 6541 - 6548

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Citation Number: 14

Abstract

A convenient synthesis of α-diones and their monoprotected acetals, ie α-ketoacetals, was developed by mercury induced solvolysis of regiospecifically formed α-chloro-α-(alkylthio) ketones. Analogously, α-alkoxy-α-sulfenylated ketones were formed when reacting α-chloro- α-sulfenylated ketones with an alkaline alcoholic medium. α-Alkoxy-α-sulfenylated ketones themselves could be transformed into α-diones or α-ketoacetals, which in turn were ...