New Functional Derivatives of 9-Phenylquinine

Abstract

A rapid synthesis of various 9-aryl derivatives of quinine is presented. They are obtained via coupling reactions of functionalized arylmagnesium halides and 9-chloroquinine.

Key words

cinchona alkaloid - Grignard reaction - chiral pool - coupling reaction - quinine

References

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11

(9S)-9-Chloroquinine (1) is not very soluble in toluene at r.t.; more concentrated solutions can be obtained by dissolving 1 in toluene at 100 ˚C then cooling.