Direct Asymmetric Three-Component Mannich Reaction Catalyzed by Chiral Counteranion-Assisted Silver

J Org Chem. 2020 Aug 21;85(16):10369-10377. doi: 10.1021/acs.joc.0c00031. Epub 2020 Aug 3.

Abstract

Direct asymmetric three-component Mannich reaction involving simple ketones (such as cyclohexanone, acetone, and acetophenone) as donors and catalyzing by silver tartaric acid-derived phosphate was realized to afford a series of optically active β-amino-ketone derivatives in high yields (up to 96%) and good-to-high enantioselectivities (up to 97%) with moderate-to-good diastereoselectivities. This is the first example of direct catalytic asymmetric three-component Mannich reaction via a chiral counteranion-directed strategy.