Silylation-based kinetic resolution of α-hydroxy lactones and lactams.

Org Lett 2013 Dec 3;15(24):6132-5. Epub 2013 Dec 3.

The University of South Carolina , 631 Sumter Street, Columbia, South Carolina 29208, United States.

A silylation-based kinetic resolution has been developed for α-hydroxy lactones and lactams employing the chiral isothiourea catalyst (-)-benzotetramisole and triphenylsilyl chloride as the silyl source. The system is more selective for lactones than lactams, and selectivity factors up to 100 can be achieved utilizing commercially available reagents.

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http://dx.doi.org/10.1021/ol402982wDOI Listing
December 2013
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