Asymmetric Synthesis of Diarylmethyl Amines by Rhodium-Catalyzed Asymmetric Addition of Aryl Titanium Reagents to Imines

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‐na...

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Veröffentlicht in:	Angewandte Chemie International Edition 2004-11, Vol.43 (45), p.6125-6128
Hauptverfasser:	Hayashi, Tamio, Kawai, Masahiro, Tokunaga, Norihito
Format:	Artikel
Sprache:	eng
Schlagworte:	amines arylation asymmetric catalysis Catalysis Dimethylamines - chemical synthesis Hydrocarbons, Aromatic - chemical synthesis Hydrocarbons, Aromatic - chemistry Imines - chemical synthesis Imines - chemistry Molecular Conformation Organometallic Compounds - chemistry rhodium Rhodium - chemistry titanium Titanium - chemistry
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Beschreibung
Zusammenfassung:	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.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.200461338