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Keywords:

  • Chirality;
  • Phosphorus;
  • Organo­catalysis;
  • Heterocycles;
  • Brønsted acids

Abstract

A new approach to Brønsted acid organocatalysis is described and is based on the use of thiophosphonic acids possessing both a chiral backbone and a chiral phosphorus function. The influence of the phosphorus stereochemistry on the enantioselectivity proved to be crucial in the hydrogen transfer hydrogenation of 2-phenylquinoline with Hantzsch esters.