Angewandte Chemie - International Edition p. 2844 - 2849 (2020)
Update date:2022-07-31
Topics:
Bachmann, Stephan
Bigler, Raphael
Denmark, Scott E.
Gosselin, Francis
Han, Chong
Hildbrand, Stefan
Mack, Kyle A.
Pfaltz, Andreas
Scalone, Michelangelo
Shen, Jeff
Tosatti, Paolo
Zhang, Haiming
Asymmetric hydrogenation has evolved as one of the most powerful tools to construct stereocenters. However, the asymmetric hydrogenation of unfunctionalized tetrasubstituted acyclic olefins remains the pinnacle of asymmetric synthesis and an unsolved challenge. We report herein the discovery of an iridium catalyst for the first, generally applicable, highly enantio- and diastereoselective hydrogenation of such olefins and the mechanistic insights of the reaction. The power of this chemistry is demonstrated by the successful hydrogenation of a wide variety of electronically and sterically diverse olefins in excellent yield and high enantio- and diastereoselectivity.
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