Practical and scalable kinetic resolution of BINOLs mediated by a chiral counterion

BINOLs are valuable and widely used building blocks, chiral ligands and catalysts that are effective across a remarkable range of different chemical transformations. Here we demonstrate that an ammonium salt catalysed kinetic resolution of racemic BINOLs with benzyl tosylate proceeds with s up to 46. This is a scalable and practical process that can be applied across >30 different C2‐ and non‐C2‐symmetric BINOLs. Implementation of this method enables the enantioselective synthesis of a wide range of BINOL derivatives with e.r. >99:1.

from A via a.sfakia on Inoreader http://bit.ly/2DU2cTG