Manganese‐Catalyzed anti‐Selective Asymmetric Hydrogenation of α‐Substituted β‐Ketoamides
- 25 May 2020
- journal article
- research article
- Published by Wiley in Angewandte Chemie
- Vol. 59 (36), 15565-15569
- https://doi.org/10.1002/anie.202006383
Abstract
A Mn‐catalyzed diastereo‐ and enantioselective hydrogenation of α‐substituted β‐ketoamides has been realized for the first time under dynamic kinetic resolution conditions. The anti‐α‐substituted β‐hydroxy amides, a type of useful building blocks for synthesis of bioactive molecules and chiral drugs, have been prepared in high yields with excellent selectivities (up to >99% dr and >99% ee) and unprecedentedly high activity (TON up to 10000). The origin of excellent stereoselectivities has been clarified by DFT calculation study on the structures and the corresponding energies of the transition states possibly involved in the catalysis.Keywords
Funding Information
- National Natural Science Foundation of China (21872167, 21790333)
- Ministry of Science and Technology of the People's Republic of China (2016YFA0202900)
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