Inversion of Enantioselectivity during the Platinum-Catalyzed Hydrogenation of an Activated Ketone
- 13 June 2001
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition in English
- Vol. 40 (12) , 2302-2305
- https://doi.org/10.1002/1521-3773(20010618)40:12<2302::aid-anie2302>3.0.co;2-p
Abstract
Two competing reaction pathways, which lead to opposite enantiomers (see scheme), occur in the hydrogenation of 1 over chirally modified platinum, as revealed by catalytic and NMR spectroscopic experiments: the fast reduction of the ketoform 1 a (minor species) and the slow hydrogenolysis of the hydrate 3 (major species).Keywords
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