Work

Asymmetric Rh-Catalyzed Synthesis of Dihydronicotinamides

Year: 2025

Type: article

Abstract: We report a rhodium-catalyzed enantioselective dearomatization of nicotinamide-derived pyridinium salts to access primary, secondary, and tertiary dihydropyridine carboxamides with high regio- and enantioselectivity (up to 99% ee). Employing arylboronic acid pinacol esters and Rh/( R )-Xyl-BINAP, the reaction tolerates diverse functional groups, enabling a versatile approach for synthesizing chiral azaheterocycles with pharmaceutical relevance.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5c00500

Authors: Sara Zerangnasrabad, Rashad R. Karimov

Institution: Auburn University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Auburn University, National Institute of General Medical Sciences

Award: G6328357717