On the proposed structures and stereocontrolled synthesis of the cephalosporolides

Abstract

The synthesis of four candidate stereoisomers of cephalosporolide H is described, made possible by a zinc-chelation strategy for controlling the stereochemistry of oxygenated 5,5-spiroketals. The same strategy likewise enables the first stereocontrolled synthesis of cephalosporolide E, which is typically isolated and prepared admixed with its spiroketal epimer, cephalosporolide F.

Keywords

• cephalosporolides
• chelation
• spiroketals
• stereocontrol
• zinc chloride