Kinetic resolution of secondary alcohols by the combination of a chiral Brønsted acid, DABCO, and acetyl chloride.

Org Lett

Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan.

Published: July 2012

AI Article Synopsis

  • A new protocol has been developed for the effective and straightforward kinetic resolution of secondary alcohols.
  • This method combines chiral Brønsted acid, DABCO, and acetyl chloride to achieve high selectivity.
  • The process yields enantioenriched alcohols, with selectivity factors reaching as high as 105.

Article Abstract

An efficient and simple protocol for the kinetic resolution of secondary alcohols is presented. The new system is based on a combination of chiral Brønsted acid, DABCO, and acetyl chloride and gives various enantioenriched alcohols with selectivity factors up to 105.

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http://dx.doi.org/10.1021/ol301373xDOI Listing

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