Abstract

Running rings around aluminum: An efficient procedure for radical cyclization of α-bromo esters is reported. Reduction of the esters by DIBAL-H at low temperature gives aluminum acetals, which are cyclized in the presence of nBu3SnH and Et3B (see scheme). These one-pot conditions lead to polysubstituted γ-lactols in high yields, and the mildness of the reaction conditions allows the preparation of acid-sensitive derivatives.

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