4.0 Article

Chiral phosphine-catalyzed regio- and enantioselective allylic amination of Morita-Baylis-Hillman acetates

Journal

TETRAHEDRON-ASYMMETRY
Volume 20, Issue 9, Pages 1086-1092

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2009.03.040

Keywords

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Funding

  1. The Shanghai Municipal Committee of Science and Technology [06XD14005, 08dj1400100-2]
  2. National Basic Research Program of China [(973)-2009CB825300]
  3. National Natural Science Foundation of China [20472096, 20872162, 20672127, 20821002, 20732008]

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Enantioselective allylic substitution of Morita-Baylis-Hillman (MBH) acetates with phthalimide was realized in the presence of a novel L-proline-derived chiral trifunctional phosphine amide ligand to give the corresponding allylic amination adducts in good yields (70-95%) and in modest to good enantioselectivities (34-78% ee's). (c) 2009 Elsevier Ltd. All rights reserved.

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