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Aromatic Spiroketal Bisphosphine Ligands: Palladium‐Catalyzed Asymmetric Allylic Amination of Racemic Morita–Baylis–Hillman Adducts
Author(s) -
Wang Xiaoming,
Meng Fanye,
Wang Yan,
Han Zhaobin,
Chen YongJun,
Liu Li,
Wang Zheng,
Ding Kuiling
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201204925
Subject(s) - allylic rearrangement , amination , chemistry , palladium , adduct , ligand (biochemistry) , catalysis , phosphine , stereochemistry , enantioselective synthesis , combinatorial chemistry , organic chemistry , receptor , biochemistry
Showing a backbone : The spiroketal backbone of the bis(phosphine) ligand 1 led to good regio‐ and enantioselectivity in the palladium‐catalyzed asymmetric allylic amination of racemic Morita–Baylis–Hillman adducts with aromatic amines. The methodology provides a facile and efficient synthesis of precursors for optically active β‐lactam derivatives, including the cholesterol drug Ezetimibe.