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Ruthenium–NHC‐Catalyzed Asymmetric Hydrogenation of Indolizines: Access to Indolizidine Alkaloids
Author(s) -
Ortega Nuria,
Tang DanTam D.,
Urban Slawomir,
Zhao Dongbing,
Glorius Frank
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201302218
Subject(s) - ruthenium , indolizidine , catalysis , regioselectivity , asymmetric hydrogenation , carbene , chemistry , bicyclic molecule , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , enantioselective synthesis , alkaloid
Crossing N‐bridges! A ruthenium/N‐heterocyclic carbene (NHC) complex serves as the catalyst for the high‐yielding and completely regioselective and asymmetric hydrogenation of substituted indolizines and 1,2,3‐triazolo‐[1,5‐ a ]pyridines. This method should provide ready access to bicyclic products bearing an N‐bridgehead, a motif appearing in 25–30 % of all naturally occurring alkaloids.