Synthesis of quinine and quinidine using sulfur ylide-mediated asymmetric epoxidation as a key step |
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Authors: | Muhammad Arshad M Alejandro Fernández Eoghan M McGarrigle Varinder K Aggarwal |
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Institution: | School of Chemistry, University of Bristol, Cantock’s Close, Bristol BS8 1TS, United Kingdom |
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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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