Carda Miguel, Rodríguez Santiago, Segovia Beatriz, Marco J Alberto
U. P. de Química Inorgánica y Orgánica, Universidad Jaume I, E-12080 Castellón, Spain.
J Org Chem. 2002 Sep 6;67(18):6560-3. doi: 10.1021/jo025813f.
The delta-lactone boronolide (+)-1, a pharmacologically active, naturally occurring product, has been synthesized in enantiopure form with L-erythrulose as the chiral starting material. The key steps of the synthesis were a highly stereoselective aldol-reduction one-pot sequence, an indium-mediated diastereoselective aldehyde allylation, and a ring-closing metathesis.