Saturday, October 19, 2013

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

by Markus Feurer, Georg Frey, Hieu-Trinh Luu, Daniel Kratzert, Jan Streuff*


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.

Chemical Communications
DOI: 10.1039/C3CC46894A

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