This work was supported by a Grant-in-Aid for Scientific Research, the Ministry of Education, Culture, Sports, Science, and Technology, Japan. N.T. thanks the Japan Society for the Promotion of Science for the award of a fellowship for graduate students.
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Communication
Asymmetric Synthesis of Diarylmethyl Amines by Rhodium-Catalyzed Asymmetric Addition of Aryl Titanium Reagents to Imines†
Article first published online: 17 NOV 2004
DOI: 10.1002/anie.200461338
Copyright © 2004 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Angewandte Chemie International Edition
Volume 43, Issue 45, pages 6125–6128, November 19, 2004
Additional Information
How to Cite
Hayashi, T., Kawai, M. and Tokunaga, N. (2004), Asymmetric Synthesis of Diarylmethyl Amines by Rhodium-Catalyzed Asymmetric Addition of Aryl Titanium Reagents to Imines. Angewandte Chemie International Edition, 43: 6125–6128. doi: 10.1002/anie.200461338
- †
Publication History
- Issue published online: 17 NOV 2004
- Article first published online: 17 NOV 2004
- Manuscript Received: 16 JUL 2004
Keywords:
- amines;
- arylation;
- asymmetric catalysis;
- rhodium;
- titanium
Graphical Abstract
A rational tuning of the arene sulfonamide moiety (by introducing isopropyl groups onto the phenyl ring) brought about high enantioselectivity in the asymmetric synthesis of diarylmethyl amines by the title reaction (see scheme). Ar1=4-CF3C6H4, 4-ClC6H4, 4-FC6H4, 3-MeOC6H4, 4-MeOC6H4, 2-MeC6H4, 1-naphthyl, Ph; Ar2=Ph, 4-FC6H4, 3-MeOC6H4, 4-MeOC6H4.