A Concise Asymmetric Total Synthesis of (+)-Brevisamide

作者：Herrmann Aaron T; Martinez Steven R; Zakarian Armen^*

来源：Organic Letters, 2011, 13(14): 3636-3639.

DOI：10.1021/ol201283n

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.

• 出版日期2011-7-15