Stereocontrolled Total Synthesis of (−)-Aurisides A and B


  • This research was supported by the EPSRC, Emmanuel College, Cambridge (Research Fellowship to G.J.F), the EC (Network HPRN-CT-2000-18), and Merck Research Laboratories.


original image

An expedient total synthesis of aurisides A and B (1), unusual cytotoxic macrolide glycosides isolated from the Japanese sea hare D. auricularia, takes advantage of a highly convergent aldol-based route for the stereocontrolled construction of the common macrolide core. This is followed by α-selective glycosylation to introduce the sugar moieties.