4.0 Article

Pd-catalyzed asymmetric allylic aminations with aromatic amine nucleophiles using chiral diaminophosphine oxides: DlAPHOXs

Journal

TETRAHEDRON-ASYMMETRY
Volume 19, Issue 14, Pages 1751-1759

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2008.07.015

Keywords

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Funding

  1. Ministry of Education, Culture, Sports, Science, and Technology
  2. Daiichi-Sankyo Award in Synthetic Organic Chemistry, Japan

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Asymmetric allylic aminations with aromatic amine nucleophiles using Pd-DIAPHOX catalyst systems are described. The asymmetric allylic aminations of various allylic carbonates proceeded using 2-5 mol % of the catalyst and BSA, providing the corresponding N-aryl chiral allylic amines in up to 99% ee for cyclic substrates, and in up to 97% ee for acyclic substrates. (C) 2008 Elsevier Ltd. All rights reserved.

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