4.6 Article

Regio- and Enantioselective Allylic Amination of Aliphatic MBH Adducts with N-Heteroaromatics

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 6, Pages 1425-1430

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201704772

Keywords

aliphatic MBH adducts; allylic amination; Morita-Baylis-Hillman; nitrogen heterocycles; regioselectivity

Funding

  1. National Natural Science Foundation of China [21232009, U1604283, U1604182, 21402041]
  2. CAS [QYZDY-SSW-SLH012]
  3. Plan for Scientific Innovation Talent of Henan Province [164200510008]
  4. Program for Innovative Research Team in Science and Technology in University of Henan Province [15IRTSTHN003]
  5. 111 Project [D17007]

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Palladium-catalyzed regio- and enantioselective allylic amination of aliphatic Morita-Baylis-Hillman (MBH) adducts with N-heteroaromatic nucleophiles (e.g., benzimidazole, 4,5-diphenylimidazole, benzotriazole, and purines) was achieved by using a spiroketal-based diphosphine (SKP) ligand, and afforded a range of chiral, branched N-allyl products with high selectivity.

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