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Synthesis of quinine and quinidine using sulfur ylide-mediated asymmetric epoxidation as a key step
Journal article   Peer reviewed

Synthesis of quinine and quinidine using sulfur ylide-mediated asymmetric epoxidation as a key step

Muhammad Arshad, M. Alejandro Fernández, Eoghan M. McGarrigle and Varinder K. Aggarwal
Tetrahedron: asymmetry, Vol.21(13), pp.1771-1776
14/07/2010
DOI: https://doi.org/10.1016/j.tetasy.2010.04.046

Abstract

The epoxidation of meroquinene aldehyde with a chiral sulfur ylide as the key step in the synthesis of quinine and quinidine is described. The epoxidation reactions proceed under reagent control with high selectivity and good yield. The effect of sulfide and ylide substituents on the stereochemical outcome of the reaction is discussed.

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