Premium
Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides
Author(s) -
Salomó Ernest,
Orgué Sílvia,
Riera Antoni,
Verdaguer Xavier
Publication year - 2016
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.201602219
Subject(s) - iridium , selectivity , catalysis , enantioselective synthesis , chemistry , methanol , environmentally friendly , organic chemistry , combinatorial chemistry , ecology , biology
Abstract The MaxPHOX–Ir catalyst system provided the highest selectivity ever reported for the reduction of cyclic enamides derived from α‐ and β‐tetralones. This result indicates that iridium catalysts are also proficient in reducing alkenes bearing metal‐coordinating groups. In the present system, selectivity was pressure‐dependent: In most cases, a decrease in the H 2 pressure to 3 bar resulted in an increase in enantioselectivity. Moreover, the process can be carried out in environmentally friendly solvents, such as methanol and ethyl acetate, with no loss of selectivity.