Using click chemistry to access mono- and ditopic β-cyclodextrin hosts substituted by chiral amino acids

Diem Ngan Tran; Claire Blaszkiewicz; Stéphane Menuel; Alain Roucoux; Karine Philippot; Frédéric Hapiot; Eric Monflier

doi:10.1016/j.carres.2010.11.024

Using click chemistry to access mono- and ditopic β-cyclodextrin hosts substituted by chiral amino acids

Carbohydr Res. 2011 Feb 1;346(2):210-8. doi: 10.1016/j.carres.2010.11.024. Epub 2010 Nov 27.

Authors

Diem Ngan Tran¹, Claire Blaszkiewicz, Stéphane Menuel, Alain Roucoux, Karine Philippot, Frédéric Hapiot, Eric Monflier

Affiliation

¹ Univ Lille Nord de France, F-59000 Lille, France.

PMID: 21185553
DOI: 10.1016/j.carres.2010.11.024

Abstract

A wide range of chiral mono- and ditopic cyclodextrin-based receptors have been synthesized by CuI-catalyzed azide-alkyne cycloaddition starting from mono-6-azido-β-cyclodextrin and chiral amino acids. Of interest, microwaves proved very efficient to access a wide range of ditopic β-cyclodextrin receptors with quantitative yields.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acids / chemistry*
Catalysis
Click Chemistry / methods*
Copper / chemistry*
Cyclization
beta-Cyclodextrins / chemistry*

Substances

Amino Acids
beta-Cyclodextrins
Copper