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Aromatic spiroketal bisphosphine ligands: palladium-catalyzed asymmetric allylic amination of racemic morita-baylis-hillman adducts
Authors:Xiaoming Wang  Fanye Meng  Yan Wang  Zhaobin Han  Yong-Jun Chen  Li Liu  Zheng Wang  Kuiling Ding
Institution:State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P. R. China).
Abstract: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.
Keywords:asymmetric catalysis  lactams  palladium  phosphane ligands  spiro compounds
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