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Total Synthesis of ent-Plagiochianin B.

ABSTRACT: An enantioselective total synthesis of plagiochianin B is described that employs (+)-3-carene as its point of departure and delivers the enantiomer of the natural product. Key features of the synthesis include a palladium-mediated regioselective oxidative cleavage of an olefin residing on a pyridine derived from a 6π-azatriene electrocyclization.

SUBMITTER: Jackson RK

PROVIDER: S-EPMC7901668 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

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Total Synthesis of ent-Plagiochianin B.

Jackson Richard K RK Wood John L JL

Organic letters 20210130 4

An enantioselective total synthesis of plagiochianin B is described that employs (+)-3-carene as its point of departure and delivers the enantiomer of the natural product. Key features of the synthesis include a palladium-mediated regioselective oxidative cleavage of an olefin residing on a pyridine derived from a 6π-azatriene electrocyclization. ...[more]

PMID: 33517659

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