title: Radical cyclization of α-bromo aluminum acetals onto alkenes and alkynes (radic[Al] process): a simple access to γ-lactols and 4-methylene-γ-lactols.
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 building blocks, such as 1,4-diols, 1,4-dienes, γ-lactones, and polysubstituted tetrahydrofurans.
authors.affiliation: Université de Nantes, CEISAM UMR 6230, UFR des Sciences et des Techniques, 2 rue de la Houssinière BP 92208, 44322 Nantes Cedex 3, France.
authors.forename: Anne
authors.initials: A
authors.lastname: Boussonnière
authors.forename: Romain
authors.initials: R
authors.lastname: Bénéteau
authors.forename: Nicolas
authors.initials: N
authors.lastname: Zimmermann
authors.forename: Jacques
authors.initials: J
authors.lastname: Lebreton
authors.forename: Fabrice
authors.initials: F
authors.lastname: Dénès