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Total Synthesis of Clavosolide?A via Asymmetric Alcohol-Mediated Carbonyl Allylation: Beyond Protecting Groups or Chiral Auxiliaries in Polyketide Construction.

ABSTRACT: The 20-membered marine macrodiolide clavosolide?A is prepared in 7 steps (LLS) in the absence of protecting groups or chiral auxiliaries via enantioselective alcohol-mediated carbonyl addition. In 9 prior total syntheses, 11-34 steps (LLS) were required.

SUBMITTER: Cabrera JM 

PROVIDER: S-EPMC6656614 | biostudies-literature | 2019 Jul

REPOSITORIES: biostudies-literature

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Total Synthesis of Clavosolide A via Asymmetric Alcohol-Mediated Carbonyl Allylation: Beyond Protecting Groups or Chiral Auxiliaries in Polyketide Construction.

Cabrera James M JM   Krische Michael J MJ  

Angewandte Chemie (International ed. in English) 20190624 31

The 20-membered marine macrodiolide clavosolide A is prepared in 7 steps (LLS) in the absence of protecting groups or chiral auxiliaries via enantioselective alcohol-mediated carbonyl addition. In 9 prior total syntheses, 11-34 steps (LLS) were required. ...[more]

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