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

Authors :
Xiaoyun Hu
Rui Zhang
Victor V. Borovkov
Jianxin Guo
Zhongyou Yin
Source :
The Journal of Organic Chemistry. 85:10369-10377
Publication Year :
2020
Publisher :
American Chemical Society (ACS), 2020.

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.

Details

ISSN :
15206904 and 00223263
Volume :
85
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....b4786045b6ed6d53327d8a8d89efe864