Issue 1, 2001

Cross-coupling reactions in Cinchona alkaloid chemistry: aryl-substituted and dimeric quinine, quinidine, as well as quincorine and quincoridine derivatives

Abstract

Cross-coupling reactions of modified Cinchona alkaloids provide access to a wide variety of novel arylated and dimeric derivatives of quinine and quinidine containing a single and double 1,2-amino alcohol functionality. Sonogashira and Heck reactions allow functionalization of ethynyl and 11-iodovinyl precursors. The role of bystander functionality is investigated.

Graphical abstract: Cross-coupling reactions in Cinchona alkaloid chemistry: aryl-substituted and dimeric quinine, quinidine, as well as quincorine and quincoridine derivatives

Article information

Article type
Paper
Submitted
13 Jun 2000
Accepted
28 Sep 2000
First published
11 Dec 2000

J. Chem. Soc., Perkin Trans. 1, 2001, 47-65

Cross-coupling reactions in Cinchona alkaloid chemistry: aryl-substituted and dimeric quinine, quinidine, as well as quincorine and quincoridine derivatives

J. Frackenpohl, W. M. Braje and H. M. R. Hoffmann, J. Chem. Soc., Perkin Trans. 1, 2001, 47 DOI: 10.1039/B004693K

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