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A concise and modular synthesis of pyranicin.

ABSTRACT: A modular, 13-step synthesis of the tetrahydropyran-containing annonaceous acetogenin pyranicin is reported. Key features are the use of an Achmatowicz oxidation-Kishi reduction sequence for the assembly of a pyranone from a furan and the application of Fu's alkyl-alkyl Suzuki coupling for subunit union.

SUBMITTER: Griggs ND

PROVIDER: S-EPMC2901595 | biostudies-literature | 2008 Nov

REPOSITORIES: biostudies-literature

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A concise and modular synthesis of pyranicin.

Griggs Nolan D ND Phillips Andrew J AJ

Organic letters 20081010 21

A modular, 13-step synthesis of the tetrahydropyran-containing annonaceous acetogenin pyranicin is reported. Key features are the use of an Achmatowicz oxidation-Kishi reduction sequence for the assembly of a pyranone from a furan and the application of Fu's alkyl-alkyl Suzuki coupling for subunit union. ...[more]

PMID: 18844364

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