Click-Dimerized Cinchona Alkaloids

A series of Cinchona alkaloid-derived dimers were obtained in high yields in copper-catalyzed 1,3-dipolar “click” cycloaddition using bis­(TMS)­butadiyne and other bivalent alkynes. The products with bitriazole linkers were effective ligands for asymmetric copper-catalyzed Michael addition. It was s...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2016-09, Vol.81 (17), p.8029-8034
Main Authors: Boratyński, Przemysław J, Kowalczyk, Rafał
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A series of Cinchona alkaloid-derived dimers were obtained in high yields in copper-catalyzed 1,3-dipolar “click” cycloaddition using bis­(TMS)­butadiyne and other bivalent alkynes. The products with bitriazole linkers were effective ligands for asymmetric copper-catalyzed Michael addition. It was shown that the presence of such linker was responsible for effective chirality transfer.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b01403