Rh-Catalyzed diastereoselective addition of arylboronic acids to α-keto N-tert-butanesulfinyl aldimines: synthesis of α-amino ketones?

Organic Chemistry Frontiers Pub Date: 2021-12-22 DOI: 10.1039/D1QO01721G

Abstract

Herein we present a diastereoselective addition of arylboronic acids to α-keto N-tert-butanesulfinyl aldimines catalyzed by a Rh(I) catalyst. This reaction provides a practical method to obtain valuable chiral α-amino ketones with excellent diastereoselectivity, featuring operational simplicity, mild reaction conditions and a broad substrate scope.

Graphical abstract: Rh-Catalyzed diastereoselective addition of arylboronic acids to α-keto N-tert-butanesulfinyl aldimines: synthesis of α-amino ketones
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