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Chiral Ammonium Betaine‐Catalyzed Highly Stereoselective Aza‐Henry Reaction of α‐Aryl Nitromethanes with Aromatic N‐Boc Imines
Authors:Dr Daisuke Uraguchi  Keigo Oyaizu  Haruhiro Noguchi  Prof?Dr Takashi Ooi
Institution:1. Institute of Transformative Bio‐Molecules (WPI‐ITbM) and Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464‐8603 (Japan);2. CREST, Japan Science and Technology Agency (JST), Nagoya University, Nagoya 464‐8603 (Japan)
Abstract:A highly stereoselective aza‐Henry reaction of α‐aryl nitromethanes with aromatic N‐Boc imines was established by using C1‐symmetric chiral ammonium betaine as a bifunctional organic base catalyst. Various substituted aryl groups for both imines and nitromethanes were tolerated in the reaction, and a series of precursors for the synthesis of unsymmetrical anti‐1,2‐diaryl ethylenediamines was provided.
Keywords:asymmetric synthesis  betaines  aza‐Henry reaction  organocatalysis  α  ‐aryl nitromethane
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