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Synthesis of Enantiomerically Pure 1,2,3,4‐Tetrahydro‐β‐carbolines and N ‐Acyl‐1‐aryl Ethylamines by Rhodium‐Catalyzed Hydrogenation
Author(s) -
Enthaler Stephan,
Erre Giulia,
Junge Kathrin,
Addis Daniele,
Kadyrov Renat,
Beller Matthias
Publication year - 2008
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.200800111
Subject(s) - rhodium , aryl , catalysis , chemistry , ligand (biochemistry) , optically active , asymmetric hydrogenation , combinatorial chemistry , organic chemistry , medicinal chemistry , enantioselective synthesis , receptor , biochemistry , alkyl
The rhodium‐catalyzed asymmetric hydrogenation of different enamides, in particular, dihydro‐β‐carboline derivates, was investigated in the presence of chiral phosphorus ligands. Enantioselectivities of up to 99 % ee were obtained after ligand screening and optimization of the reaction conditions. The scope and limitation of the catalysts were shown in the synthesis of optically active tetrahydro‐β‐carbolines and other benchmark N ‐acyl‐1‐aryl ethylamines.