Chirality 2008-03-01

An improved synthesis of 10,11-didehydro Cinchona alkaloids.

Karol M Kacprzak, Wolfgang Lindner, Norbert M Maier

Index: Chirality 20(3-4) , 441-5, (2008)

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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.(c) 2007 Wiley-Liss, Inc.