A Concise and Flexible Synthesis of C2′-Sulfonylated Quinine Derivatives

Abstract

A concise and flexible procedure for the synthesis of structurally novel C2’-sulfonylated quinine derivatives is developed. Through a careful optimization of the reaction conditions, most of the reactions could be performed in high yields at gram or several hundreds of milligram scale. Since the cinchona-based derivatives have been demonstrated and widely used in asymmetric catalysis, the synthetic route developed herein would provide an efficient and practical pathway for the diverse synthesis of new cinchona derivatives as potential chiral ligands or multi-functional organocatalysts.