Enantioselective synthesis of the predominant AB ring system of the Schisandra nortriterpenoid natural products.

An enantioselective synthesis of the AB ring system common to the majority of the Schisandra nortriterpenoid natural products is reported. Key steps include a stereospecific ring opening of a trisubstituted epoxide and the use of a β-lactone to enable installation of the gem-dimethyl functionality of the B ring. An acetalization strategy played a key role in a late-stage biomimetic AB ring bicyclization.

• Publication year

  2014

• Venue

  Organic Letters

• Publication date

  2014-08-15

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1021/ol502027mPMID 25126673
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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