Highly Enantioselective Iridium‐Catalyzed Hydrogenation of Cyclic Enamides |
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Authors: | Ernest Salomó Dr. Sílvia Orgué Prof. Antoni Riera Prof. Xavier Verdaguer |
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Affiliation: | 1. http://www.ursa.cat;2. Institute for Research in Biomedicine (IRB Barcelona), The Barcelona Institute of Science and Technology, Barcelona, Spain;3. Departament de Química Orgànica, Universitat de Barcelona, Barcelona, Spain |
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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 H2 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. |
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Keywords: | asymmetric hydrogenation enamides iridium ligand design P ligands |
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