Structurally simplified zaragozic acid (squalestatin): Stereoselective preparation of a 3,4-unsubstituted derivative

Article abstract of DOI:10.1016/S0040-4039(97)10407-5

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.