Issue 21, 2009

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

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

Supplementary files

Article information

Article type
Paper
Submitted
12 Jun 2009
Accepted
21 Jul 2009
First published
18 Aug 2009

Org. Biomol. Chem., 2009,7, 4464-4469

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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