@article{68baa920e0054c0d8557233e97d6d130,
title = "An improved synthesis of (-)-brevisamide, a marine monocyclic ether amide of dinoflagellate origin",
abstract = "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.",
keywords = "Cyclic ether, Dinoflagellate origin, One-pot lactonization, Suzuki-Miyaura coupling",
author = "Ryosuke Tsutsumi and Takefumi Kuranaga and Wright, {Jeffrey L.C.} and Baden, {Daniel G.} and Emiko Ito and Masayuki Satake and Kazuo Tachibana",
note = "Funding Information: We are grateful to Mr. T. Shirai for significant contribution to the synthesis of 2 . This work was financially supported by KAKENHI (No. 2061102 ) and the Global COE Program for Chemistry Innovation, the University of Tokyo . T.K. is grateful for a SUNBOR Scholarship. The natural brevisamide was isolated from the cultures maintained under grants P01 ES 10594 (NIEHS, DHHS) and MARBIONC, Marine Biotechnology in North Carolina. J.L.C.W. acknowledges funding from NOAA-ECOHAB ( MML-106390A ) and NCDHHS ( 01515-04 ).",
year = "2010",
month = aug,
day = "21",
doi = "10.1016/j.tet.2010.06.074",
language = "English",
volume = "66",
pages = "6775--6782",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "34",
}
