4.8 Article

Approach to the synthesis of Cladiell-11-ene-3,6,7-triol

Journal

ORGANIC LETTERS
Volume 8, Issue 17, Pages 3663-3665

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol061072j

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Funding

  1. NCRR NIH HHS [RR15569] Funding Source: Medline
  2. NIGMS NIH HHS [GM59406] Funding Source: Medline

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The synthesis of an advanced intermediate in the synthesis of the title compound has been achieved. Key steps include an Ireland - Claisen rearrangement to install the C7 tertiary alcohol stereocenter, an S(N)2' reaction of an alkoxymethyl Cu reagent, and a diastereoselective Re-catalyzed allylic alcohol transposition.

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