Catalytic Enantioselective Transfer Hydrogenation–Carboxylative Cyclization to 4-Fluoroalkyl 2-Oxazolidinone with CO<sub>2</sub> as the C1 Synthon
Zheng Zhang, Zhihao Zhang, Feng Zhou, Jian Zhou
Abstract
We report a sequential catalytic asymmetric transfer hydrogenation–carboxylative cyclization for the facile construction of chiral 4-fluoroalkyl 2-oxazolidinones with high enantioselectivity. The resulting 2-oxazolidinones can be easily elaborated to synthetic useful chiral β-fluoroalkyl β-amino alcohols. This research also represents a rare example of catalytic asymmetric sequential reactions using CO2 as a C1 synthon as well as carboxylative cyclization of α-fluoroalkyl propargylamines.
Topics & Concepts
SynthonEnantioselective synthesisChemistryCatalysisCombinatorial chemistryTransfer hydrogenationOrganic chemistryRutheniumCarbon dioxide utilization in catalysisAsymmetric Hydrogenation and CatalysisFluorine in Organic Chemistry