Issue 9, 2014

Addition of carbon nucleophiles to hemiaminals promoted by a Lewis acidic polyoxotungstate

Abstract

A Lewis acidic hafnium(IV) ion incorporated in a polyoxotungstate (POM/Hf) was successfully employed as recoverable catalyst in the nucleophilic addition of carbon nucleophiles, such as silyl enol ethers, silyl ketene acetals, β-diketones and β-diketoesters, to unprotected hydroxy aminal at room temperature. The corresponding α-substituted heterocycles were obtained in good yields and the recovered POM catalyst could be reused up to three times without significant loss of activity.

Graphical abstract: Addition of carbon nucleophiles to hemiaminals promoted by a Lewis acidic polyoxotungstate

Supplementary files

Article information

Article type
Research Article
Submitted
08 Jul 2014
Accepted
09 Sep 2014
First published
10 Sep 2014

Org. Chem. Front., 2014,1, 1091-1095

Author version available

Addition of carbon nucleophiles to hemiaminals promoted by a Lewis acidic polyoxotungstate

W. Xuan, C. Botuha, B. Hasenknopf and S. Thorimbert, Org. Chem. Front., 2014, 1, 1091 DOI: 10.1039/C4QO00193A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements