Structurally Simplified Zaragozic Acid (Squalestatin): Stereoselective Preparation of a 3,4-Unsubstituted Derivative.

Abstract Stereoselective preparation of a structurally simplified 3,4-unsubstituted zaragozic acid derivative was achieved starting from D-glucose. The present approach involved the stereoselective addition of a vinyl Grignard reagent, selective cleavage of 1,2-diol, and regioselective acylation of the hydroxyl group at C-6.