4.8 Article

Kinetic Resolution of Homoaldols via Catalytic Asymmetric Transacetalization

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 49, Pages 17370-17373

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja108642s

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Funding

  1. Max-Planck-Society
  2. DFG [SPP1179]
  3. Fonds der Chemischen Industrie

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The highly enantioselective kinetic resolution of homoaldols via a transacetalization reaction has been achieved. A novel phosphoric acid, STRIP, based on a spirocyclic 1,1'-spirobiindane backbone was designed and identified as a superior catalyst for this transformation. Remarkably, both secondary and tertiary homoaldols gave equally excellent results.

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