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Regio‐ and Enantioselective Allylic Amination of Aliphatic MBH Adducts with N‐Heteroaromatics
Author(s) -
Wang Haixia,
Yu Lulu,
Xie Mingsheng,
Wu Jiang,
Qu Guirong,
Ding Kuiling,
Guo Haiming
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201704772
Subject(s) - amination , enantioselective synthesis , chemistry , allylic rearrangement , benzimidazole , nucleophile , benzotriazole , adduct , stereochemistry , heteroatom , ligand (biochemistry) , selectivity , organic chemistry , catalysis , ring (chemistry) , receptor , biochemistry
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.