1190239-56-5Relevant academic research and scientific papers
Total synthesis of brevisamide
Lee, Jihoon,Panek, James S.
, p. 4390 - 4393 (2009)
A convergent synthesis of brevisamlde (1) is described based on the application of the crotyl silane-based [4 + 2]-annulatlon used for the preparation of the advanced oxygenated tetrahydropyran Intermediate 2. The side chain bearing a conjugated (E,E)-die
An improved synthesis of (-)-brevisamide, a marine monocyclic ether amide of dinoflagellate origin
Tsutsumi, Ryosuke,Kuranaga, Takefumi,Wright, Jeffrey L.C.,Baden, Daniel G.,Ito, Emiko,Satake, Masayuki,Tachibana, Kazuo
experimental part, p. 6775 - 6782 (2010/10/02)
An improved synthesis of (-)-brevisamide a marine cyclic ether isolated from the red-tide dinoflagellate Karenia brevis was achieved. The ether ring portion was constructed from an unsaturated lactone, which was prepared enantioselectively via an Evans aldol reaction and one-pot lactonization in the presence of excessive base after an Ando reaction. The ether ring and a dienol side chain fragment were connected via Suzuki-Miyaura coupling.
