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An asymmetric total synthesis of brevisamide.

ABSTRACT: An enantioselective synthesis of marine alkaloid brevisamide was accomplished in a convergent manner. The synthesis utilized an enantioselective hetero-Diels-Alder reaction which sets three chiral centers in compound 11. The synthesis also features a modified Wolff-Kishner reduction, Rubottom oxidation, and Suzuki-Miyaura coupling to furnish brevisamide.

SUBMITTER: Ghosh AK

PROVIDER: S-EPMC2812931 | biostudies-literature | 2009 Sep

REPOSITORIES: biostudies-literature

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An asymmetric total synthesis of brevisamide.

Ghosh Arun K AK Li Jianfeng J

Organic letters 20090901 18

An enantioselective synthesis of marine alkaloid brevisamide was accomplished in a convergent manner. The synthesis utilized an enantioselective hetero-Diels-Alder reaction which sets three chiral centers in compound 11. The synthesis also features a modified Wolff-Kishner reduction, Rubottom oxidation, and Suzuki-Miyaura coupling to furnish brevisamide. ...[more]

PMID: 19694486

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