The cross-selective titanium(III)-catalysed acyloin reaction.

Chem Commun (Camb)

Institut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albertstraße 21, 79104 Freiburg, Germany.

Published: May 2014

A titanium(III)-catalysed intermolecular reductive coupling of ketones or imines with nitriles is described, which gives direct access to α-hydroxylated and α-aminated ketones. This coupling reaction is cross-selective and a catalytic version of the classical acyloin condensation. A reaction mechanism that is supported by first DFT calculations is discussed.

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http://dx.doi.org/10.1039/c3cc46894aDOI Listing

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