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Total synthesis of (+)-18-epi-latrunculol A.

ABSTRACT: An enantioselective total synthesis of the cytotoxic latrunculin congener (+)-18-epi-latrunculol A has been achieved. Key steps in the synthetic route include an acid-mediated enone cyclization/equilibration sequence, a Carreira alkynylation, and a late-stage Mitsunobu macrolactonization to construct the macrolide skeleton.

SUBMITTER: Williams BD

PROVIDER: S-EPMC3826463 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

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Total synthesis of (+)-18-epi-latrunculol A.

Williams Brett D BD Smith Amos B AB

Organic letters 20130823 17

An enantioselective total synthesis of the cytotoxic latrunculin congener (+)-18-epi-latrunculol A has been achieved. Key steps in the synthetic route include an acid-mediated enone cyclization/equilibration sequence, a Carreira alkynylation, and a late-stage Mitsunobu macrolactonization to construct the macrolide skeleton. ...[more]

PMID: 23972216

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