4.4 Article

Chiral phosphoric acid catalyzed asymmetric hydrogenolysis of racemic 3-aryl-3-hydroxyisoindolin-1-ones

Journal

TETRAHEDRON LETTERS
Volume 54, Issue 24, Pages 3082-3084

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.03.138

Keywords

Imine reduction; Asymmetric organocatalysis; Chiral phosphoric acid; Hydrogenolysis

Funding

  1. National Natural Science Foundation of China [21002089]
  2. New Century Excellent Talents in University [NCET-12-1086]
  3. young scholarship for the doctoral program of higher education [20103317120001]

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The enantioselective hydrogenolysis of racemic 3-aryl-3-hydroxyisoindolin-1-ones catalyzed by BINOL-derived chiral phosphoric acid with benzothiazoline as the hydride source is described. The corresponding cyclic diaryl methylamines are obtained in good to excellent yields and up to 91% enantioselectivities. (C) 2013 Elsevier Ltd. All rights reserved.

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