Total synthesis of lyngbyabellin A, a potent cytotoxic metabolite from themarine cyanobacterium Lyngbya majuscula

The first total synthesis of lyngbyabellin A, a novel peptolide from the ma rine cyanobacterium Lyngbya majuscula, is described. Both functionalized th iazole carboxylic acid units were synthesized using our CMD (chemical manga nese dioxide) oxidation from the corresponding thiazolidines. The asymmetri c synthesis of the dichlorinated beta -hydroxy acid was achieved by the chi ral oxazaborolidinone mediated aldol reaction. Finally, fragment condensati on followed by the macrolactamization provided lyngbyabellin A. (C) 2001 El sevier Science Ltd. All rights reserved.