A cationic ruthenium complex for the dynamic kinetic resolution of secondary alcohols.

Chemistry

EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST (UK).

Published: October 2014

A synthetic protocol making use of a well-defined cationic ruthenium complex 2 enabling the racemization of enantiomerically pure secondary alcohols in the presence of a weak base (K2CO3) is described. The compatibility of 2 with Candida Antarctica lipase B (Novozym 435) allows the development of an efficient dynamic kinetic resolution of sec-alcohols in the absence of an additional strong base. This procedure involves the first example of a dynamic kinetic resolution of alcohols in the presence of a cationic ruthenium catalyst. In addition, we describe the conversion of ketones to the enantioenriched acetates in a one-pot reaction, probing the versatility of complex 2.

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http://dx.doi.org/10.1002/chem.201404096DOI Listing

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