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: yiwenbin
mail.njust.edu.cn
J. Qian, W. Yi, M. Lv, C. Cai, Synlett, 2015, 26, 127-132.
DOI: 10.1055/s-0034-1378917
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Abstract
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.
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Key Words
olefination, highly stereoselective, deacylation, fluoro-olefins, carbon-carbon bond cleavage
ID: J60-Y2015
