Stereocontrolled Total Synthesis of (-)-Gleenol Using Claisen Rearrangement of Sterically Congested Dihydropyran

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  • Stereocontrolled Total Synthesis of (−)-Gleenol Using Claisen Rearrangement of Sterically Congested Dihydropyran
  • ChemInform Abstract: Stereocontrolled Total Synthesis of (‐)‐Gleenol Using Claisen Rearrangement of Sterically Congested Dihydropyran.

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Description

A stereocontrolled total synthesis of enantiomerically pure (−)-gleenol using an improved substrate to construct the spiro[4.5]decane through Claisen rearrangement has been achieved. The most striking feature of this synthesis is that the rearrangement of sterically congested dihydropyran, bearing all requisite substituents with proper stereochemistry, afforded the fully functionalized spiro[4.5]decane in a single step.

Journal

  • Chemistry Letters

    Chemistry Letters 37 (7), 770-771, 2008

    The Chemical Society of Japan

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