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Uraguchi D, Oyaizu K, Noguchi H, et al. Chiral ammonium betaine-catalyzed highly stereoselective aza-henry reaction of α-aryl nitromethanes with aromatic N-Boc imines. Chem Asian J. 2014;10(2):334-7doi: 10.1002/asia.201402943.
Uraguchi, D., Oyaizu, K., Noguchi, H., & Ooi, T. (2015). Chiral ammonium betaine-catalyzed highly stereoselective aza-henry reaction of α-aryl nitromethanes with aromatic N-Boc imines. Chemistry, an Asian journal, 10(2), 334-7. https://doi.org/10.1002/asia.201402943
Uraguchi, Daisuke, et al. "Chiral ammonium betaine-catalyzed highly stereoselective aza-henry reaction of α-aryl nitromethanes with aromatic N-Boc imines." Chemistry, an Asian journal vol. 10,2 (2015): 334-7. doi: https://doi.org/10.1002/asia.201402943
Uraguchi D, Oyaizu K, Noguchi H, Ooi T. Chiral ammonium betaine-catalyzed highly stereoselective aza-henry reaction of α-aryl nitromethanes with aromatic N-Boc imines. Chem Asian J. 2015 Feb;10(2):334-7. doi: 10.1002/asia.201402943. Epub 2014 Oct 22. PMID: 25338974.
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Chem Asian J. 2015 Feb;10(2):334-7. doi: 10.1002/asia.201402943. Epub 2014 Oct 22.

Chiral ammonium betaine-catalyzed highly stereoselective aza-henry reaction of α-aryl nitromethanes with aromatic N-Boc imines.

Chemistry, an Asian journal

Daisuke Uraguchi, Keigo Oyaizu, Haruhiro Noguchi, Takashi Ooi

Affiliations

  1. Institute of Transformative Bio-Molecules (WPI-ITbM) and Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603 (Japan).

PMID: 25338974 DOI: 10.1002/asia.201402943

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.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: asymmetric synthesis; aza-Henry reaction; betaines; organocatalysis; α-aryl nitromethane

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