A concise asymmetric total synthesis of (+)-brevisamide.

ABSTRACT: A new protecting-group-free synthesis of the marine monocyclic ether (+)-brevisamide is reported. The enantioselective synthesis utilizes a key asymmetric Henry reaction and an Achmatowicz rearrangement for the formation of the tetrahydropyran ring. A penultimate Stille cross-coupling allows for an efficient installation of the conjugated (E,E)-diene side chain ultimately delivering (+)-brevisamide.

SUBMITTER: Herrmann AT 

PROVIDER: S-EPMC3365585 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature