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Synthesis of Complex Tertiary Glycolates by Enantioconvergent Arylation of Stereochemically Labile α-Keto Esters

Samuel L. Bartlett, Kimberly M. Keiter and Jeffrey S. Johnson*

*Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, United States, Email: jsjunc.edu

S. L. Bartlett, K. M. Keiter, J. S. Johnson, J. Am. Chem. Soc., 2017, 139, 3911-3916.

DOI: 10.1021/jacs.7b00943 (free Supporting Information)


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Abstract

Enantioconvergent arylation reactions of boronic acids and racemic β-stereogenic α-keto esters are catalyzed by a chiral (diene)Rh(I) complex and provide a wide array of β-stereogenic tertiary aryl glycolate derivatives with high levels of diastereo- and enantioselectivity.

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Key Words

arylation


ID: J48-Y2017