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Total synthesis of brevisamide.

ABSTRACT: The second total synthesis of Brevisamide, a marine cyclic ether alkaloid from Karenia brevis, is reported. This streamlined synthesis proceeds in 21 steps, 14 steps longest linear sequence, in 5.2% overall yield and features a key SmI(2) reductive cyclization step to access the tetrasubstituted pyran core.

SUBMITTER: Fadeyi OO

PROVIDER: S-EPMC2838230 | biostudies-literature | 2009 Sep

REPOSITORIES: biostudies-literature

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Total synthesis of brevisamide.

Fadeyi Olugbeminiyi O OO Lindsley Craig W CW

Organic letters 20090901 17

The second total synthesis of Brevisamide, a marine cyclic ether alkaloid from Karenia brevis, is reported. This streamlined synthesis proceeds in 21 steps, 14 steps longest linear sequence, in 5.2% overall yield and features a key SmI(2) reductive cyclization step to access the tetrasubstituted pyran core. ...[more]

PMID: 19639953

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