Reversal of regioselectivity and enhancement of rates of nitrile oxide cycloadditions through transient attachment of dipolarophiles to cyclodextrins

Date

2006

Authors

Barr, Lorna
Lincoln, Stephen F
Easton, Christopher

Journal Title

Journal ISSN

Volume Title

Publisher

Wiley-VCH Verlag GMBH

Abstract

The reactions of nitrile oxides with monosubstituted dipolarophiles, such as propiolamide, typically afford proportionally 80% or more of the 3,5-disubstituted cycloadducts. By contrast, the reactions of 6 A-deoxy-6A-propynamido-β-cyclodextrin with 4-ter

Description

Keywords

Keywords: Addition reactions; Chemical bonds; Esters; Hydrolysis; Reaction kinetics; Crotonic acid; Inclusion compounds; Molecular reactors; Regioisomers; Regioselectivity; Nitrogen compounds; acrylic acid; acrylic acid derivative; benzonitrile; crotonic acid deriv Cycloaddition; Cyclodextrins; Inclusion compounds; Molecular reactors; Regioselectivity

Citation

Source

Chemistry, A European Journal

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

Restricted until

2037-12-31