Stereodivergent Pd/Cu Catalysis for the Dynamic Kinetic Asymmetric Transformation of Racemic Unsymmetrical 1,3-Disubstituted Allyl Acetates

Article abstract of DOI:10.1021/jacs.0c02150

A stereodivergent Pd/Cu catalyst system has been developed for the unprecedented dynamic kinetic asymmetric transformation (DyKAT) of racemic unsymmetrical 1,3-disubstituted allylic acetates with prochiral aldimine esters. A series of α,α-disubstituted α-amino acids bearing vicinal stereocenters were easily prepared with excellent enantioselectivities (up to >99% ee) and diastereoselectivities (up to >20:1 dr). Moreover, all four stereoisomers of the product can be readily obtained simply by switching the configurations of the two chiral metal catalysts. Furthermore, the present work highlights the power of synergistic Pd/Cu catalysis consisting of two common bidentate chiral ligands for stereodivergent synthesis.

Full text of DOI:10.1021/jacs.0c02150

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Communication
Stereodivergent Pd/Cu Catalysis for the Dynamic Kinetic Asymmetric
Transformation of Racemic Unsymmetrical 1,3-Disubstituted Allyl Acetates
Rui He, Xiaohong Huo, Ling Zhao, Feijun Wang, Liyin Jiang, Jian Liao, and Wanbin Zhang
J. Am. Chem. Soc., Just Accepted Manuscript • DOI: 10.1021/jacs.0c02150 • Publication Date (Web): 19 Apr 2020
Downloaded from pubs.acs.org on April 19, 2020
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Stereodivergent Pd/Cu Catalysis for the Dynamic Kinetic
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