4.3 Article

An improved synthesis of 10,11-didehydro Cinchona alkaloids

Journal

CHIRALITY
Volume 20, Issue 3-4, Pages 441-445

Publisher

WILEY
DOI: 10.1002/chir.20461

Keywords

10,11-didehydro Cinchona alkaloids; Cinchona alkaloids; quinine; elimination; alkynes

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A revised procedure for the conversion of the four major Cinchona alkaloids (quinine, quinidine, cinchonidine, and cinchonine) into their respective 10,11-didehydro derivatives is described. The reported protocol offers several advantages over a recently published synthetic route. These include (i) enhanced robustness (ii) ready scalability (iii) reduced operational complexity and number of steps (iv) chromatography-free work-up. In addition, toxic solvents were replaced by environmentally less problematic alternatives.

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