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Enantioselective Hydrogenation of Imidazo[1,2‐ a ]pyridines
Author(s) -
Schlepphorst Christoph,
Wiesenfeldt Mario P.,
Glorius Frank
Publication year - 2018
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.201705370
Subject(s) - enantioselective synthesis , regioselectivity , ruthenium , combinatorial chemistry , enantiomer , catalysis , functional group , formal synthesis , chemistry , carbene , molecule , stereoisomerism , organic chemistry , polymer
The enantioselective synthesis of tetrahydroimidazo[1,2‐ a ]pyridines by direct hydrogenation was achieved using a ruthenium/N‐heterocyclic carbene (NHC) catalyst. The reaction forgoes the need for protecting or activating groups, proceeds with complete regioselectivity, good to excellent yields, enantiomeric ratios of up to 98:2, and tolerates a broad range of functional groups. 5,6,7,8‐Tetrahydroimidazo[1,2‐ a ]pyridines, which are found in numerous bioactive molecules, were directly obtained by this method, and its applicability was demonstrated by the (formal) synthesis of several functional molecules.