title: Total synthesis of the marine metabolite (-)-clavosolide D.
abstract: The first total synthesis of the marine natural product (-)-clavosolide D is described confirming the structure of the unsymmetrical 16-membered diolide glycosylated by permethylated d-xylose moieties. Following efficient assembly of the two tetrahydropyrans using stereoselective Prins cyclizations, the side chains were introduced via an allylation/isomerization/anti cyclopropanation sequence; the final macrolactonization step was achieved under Yamaguchi conditions.
authors: School of Chemistry, University of Bristol, Cantock's Close, Bristol, U.K.
authors: Peter T
authors: PT
authors: Seden
authors: Jonathan P H
authors: JP
authors: Charmant
authors: Christine L
authors: CL
authors: Willis
mesh_terms: D000818:Animals; D003500:Cyclization; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D008386:Marine Biology; D008958:Models, Molecular; D011161:Porifera
chemical_list: D018942:Macrolides; C470360:clavosolide D