Radical Cyclization of α??Bromo Aluminum Acetals onto Alkenes and Alkynes (Radic [Al] Process): A Simple Access to γ??Lactols and 4??Methylene?螃摸?Lactols

A Boussonniere, R Beneteau…

Index: Boussonniere, Anne; Beneteau, Romain; Zimmermann, Nicolas; Lebreton, Jacques; Denes, Fabrice Chemistry - A European Journal, 2011 , vol. 17, # 20 p. 5613 - 5627

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Citation Number: 3

Abstract

Abstract An efficient preparation of γ-lactols and methylene-γ-lactols is described. Highly acid-sensitive lactols are prepared in a concise manner by using a radical cyclization of aluminum acetals. The precursors for the radical reactions are readily prepared from allyl or propargyl alcohols and α-bromo acids. Functionalization of the resulting γ-lactols and methylene-γ-lactols can be achieved following isolation, leading to synthetically useful ...