Organic Chemistry Portal



A Facile and Mild Approach for Stereoselective Synthesis of α-Fluoro-α,β-unsaturated Esters from α-Fluoro-β-keto Esters via Deacylation

Jinlong Qian, Wenbin Yi*, Meifang Lv, Chun Cai

*School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing, Jiangsu 210094, P. R. of China, Email:

J. Qian, W. Yi, M. Lv, C. Cai, Synlett, 2015, 26, 127-132.

DOI: 10.1055/s-0034-1378917

see article for more reactions


A highly stereoselective olefination reaction of α-fluoro-β-keto esters enables the synthesis of α-fluoro-α,β-unsaturated esters via nucleophilic addition, intramolecular nucleophilic addition, and elimination. α-Fluoro-α,β-unsaturated esters are important units in many biologically active compounds and useful precursors in a variety of functional-group transformations.

see article for more examples

Key Words

olefination, highly stereoselective, deacylation, fluoro-olefins, carbon-carbon bond cleavage

ID: J60-Y2015