Palladium-catalyzed enantioselective arylation of racemic ketones to form bridged bicycles via dynamic kinetic resolution
Oh, William Ray Jun Jie
Zhou, Steve Jianrong
Date of Issue2018
School of Physical and Mathematical Sciences
Enantioselective α‐arylation of racemic ketones containing existing α′‐stereocenters is reported for the first time via base‐induced dynamic kinetic resolution. Bridged bicyclic rings are formed in good ee values, which are difficult to obtain otherwise. Furthermore, reactions in DMSO‐d6 resulted in extensive deuteration of both α‐ and α′‐positions in the products, thus supporting a pathway involving rapid, reversible deprotonation of ketones under catalytic conditions.
Angewandte Chemie International Edition
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the peer reviewed version of the following article: Huang, X., Oh, W. R. J. J., & Zhou, S. J. (2018). Palladium-Catalyzed Enantioselective Arylation of Racemic Ketones to Form Bridged Bicycles via Dynamic Kinetic Resolution. Angewandte Chemie International Edition, 57(26), 7673-7677, which has been published in final form at http://dx.doi.org/10.1002/anie.201804318. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.