4.6 Article

Facile preparation of CF3-substituted carbinols with an azine donor and subsequent kinetic resolution through stereoselective Si-O coupling

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 7, Issue 21, Pages 4464-4469

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/b911534j

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Funding

  1. Deutsche Forschungsgemeinschaft [Oe 249/4-1]
  2. Aventis Foundation

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A number of CF3-substituted carbinols decorated with an azine donor are efficiently prepared from fluoral and kinetically resolved in a reagent-controlled, Cu-H-catalysed Si-O coupling with a chiral silane. Selectivity factors are high, indicating a larger steric effect than CH3 or C6H5 groups.

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