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Updated: Jul 11, 2026

A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products
Published on: September 9, 2016
An improved synthesis of 10,11-didehydro Cinchona alkaloids
Karol M Kacprzak1, Wolfgang Lindner, Norbert M Maier
1Department of Analytical Chemistry and Food Chemistry, University of Vienna, Vienna, Austria.
Abstract:
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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