Literature DB >> 23972216

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

Brett D Williams1, Amos B Smith.   

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.

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Year:  2013        PMID： 23972216      PMCID： PMC3826463          DOI： 10.1021/ol4021892

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


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9.  Total syntheses of the actin-binding macrolides latrunculin A, B, C, M, S and 16-epi-latrunculin B.

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10.  Interrogating the bioactive pharmacophore of the latrunculin chemotype by investigating the metabolites of two taxonomically unrelated sponges.

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2.  Total synthesis of (+)-18-epi-latrunculol A: development of a synthetic route.

Authors:  Brett D Williams; Amos B Smith
Journal:  J Org Chem       Date:  2014-09-22       Impact factor: 4.354

3.  A mild, diastereoselective construction of cyclic and spirocyclic ketals employing a tandem photoisomerization/cyclization tactic.

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