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Synthesis of the C1-C26 hexacyclic subunit of pectenotoxin 2.

ABSTRACT: Synthesis of the C1-C26 hexacyclic subunit of pectenotoxin-2 (PTX-2) is described that features a stereoselective annulation to generate the C-ring by triple asymmetric Nozaki-Hiyama-Kishi coupling followed by oxidative cyclization. Preparation of the C1-C14 AB spriroketal-containing subunit employs a recently developed metallacycle-mediated reductive cross-coupling between a TMS-alkyne and a terminal alkene.

SUBMITTER: Kubo O

PROVIDER: S-EPMC3500424 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature

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Synthesis of the C1-C26 hexacyclic subunit of pectenotoxin 2.

Kubo Ozora O Canterbury Daniel P DP Micalizio Glenn C GC

Organic letters 20121026 22

Synthesis of the C1-C26 hexacyclic subunit of pectenotoxin-2 (PTX-2) is described that features a stereoselective annulation to generate the C-ring by triple asymmetric Nozaki-Hiyama-Kishi coupling followed by oxidative cyclization. Preparation of the C1-C14 AB spriroketal-containing subunit employs a recently developed metallacycle-mediated reductive cross-coupling between a TMS-alkyne and a terminal alkene. ...[more]

PMID: 23101680

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