First enantioselective synthesis of 4-aminoalcohol quinoline derivatives through a regioselective SN 2 epoxide opening mechanism

A Jonet, A Dassonville-Klimpt, S Da Nascimento…

Index: Jonet, Alexia; Dassonville-Klimpt, Alexandra; Da Nascimento, Sophie; Leger, Jean-Michel; Guillon, Jean; Sonnet, Pascal Tetrahedron Asymmetry, 2011 , vol. 22, # 2 p. 138 - 148

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Citation Number: 15

Abstract

Mefloquine derivatives, contrary to chloroquine derivatives have not been widely studied to date. Consequently, mefloquine and its derivatives still remain very attractive synthetic targets. Although mefloquine is usually used clinically as a racemic mixture, some studies have shown that its (+)-enantiomer is more potent than the (−)-enantiomer. Moreover, the (−)- enantiomer is responsible for side effects due to reaction with the central nervous system ...