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An improved synthesis of 10,11-didehydro Cinchona alkaloids

✍ Scribed by Karol M. Kacprzak; Wolfgang Lindner; Norbert M. Maier

Publisher: John Wiley and Sons
Year: 2008
Tongue: English
Weight: 202 KB
Volume: 20
Category: Article
ISSN: 0899-0042
DOI: 10.1002/chir.20461

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✦ Synopsis

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. Chirality, 2008. © 2007 Wiley‐Liss, Inc.

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