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Iridium‐Catalyzed Asymmetric Hydrogenation of Unfunctionalized Enamines
Author(s) -
Baeza Alejandro,
Pfaltz Andreas
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200802576
Subject(s) - iridium , chemistry , catalysis , asymmetric hydrogenation , aryl , enantiomer , optically active , organic chemistry , catalytic hydrogenation , medicinal chemistry , polymer chemistry , enantioselective synthesis , alkyl
Abstract Optically active tertiary amines are readily prepared by iridium‐catalyzed asymmetric hydrogenation of unfunctionalized enamines (see scheme). The best enantioselectivities with >90 % ee were obtained with N‐ aryl‐ and N‐ benzyl‐substituted enamines with a terminal double bond. The hydrogenation of enamines derived from cyclic ketones, which has not been reported yet with other catalysts, gave enantiomeric excesses of up to 87 %.