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Total Synthesis of Chlorinated Oxylipin Eiseniachloride B
Chemical & Pharmaceutical Bulletin  (IF1.645),  Pub Date : 2021-06-01, DOI: 10.1248/cpb.c21-00091
Koichiro Ota, Kazuo Kamaike, Hiroaki Miyaoka

Eiseniachloride B is a marine chlorinated oxylipin isolated from the brown alga Eisenia bicyclis. This natural product contains cyclopentane, chlorohydrin, and 14-membered lactone systems that incorporate five stereogenic centers. In this paper, we report on the total synthesis of structurally unique oxylipin eiseniachloride B from optically active lactol via ecklonialactone B in a linear sequence comprising 11 steps with a 12.1% overall yield.

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