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Issue 21, 2009
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Facile preparation of CF3-substituted carbinols with an azine donor and subsequent kinetic resolution through stereoselective Si–O coupling

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Abstract

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 C6H5groups.

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

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Article information


Submitted
12 Jun 2009
Accepted
21 Jul 2009
First published
18 Aug 2009

Org. Biomol. Chem., 2009,7, 4464-4469
Article type
Paper

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

A. Steves and M. Oestreich, Org. Biomol. Chem., 2009, 7, 4464
DOI: 10.1039/B911534J

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