Tetrahedron Letters 2018-04-11

A Highly Diastereoselective Chloride-Mediated Dynamic Kinetic Resolution at Phosphorus On-Route to a Key Intermediate in the Synthesis of GSK2248761A

Alan Ironmonger, Mark Shipton, Fiona Slater, Pete Szeto, Matthew G. Unthank, François-René Alexandre, Catherine Caillet, Cyril B. Dousson

Index: 10.1016/j.tetlet.2018.04.018

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Abstract

A highly diastereoselective chloride-mediated dynamic kinetic resolution at phosphorus has been developed to access a key intermediate in the synthesis of GSK2248761A. This procedure utilises a soluble chloride source and a cheap readily available chiral auxiliary. The practicality of this transformation is demonstrated on a multi-gram scale.