Issue 43, 2008
From the journal:

Chemical Communications

Azaarene cis-dihydrodiol-derived 2,2′-bipyridine ligands for asymmetric allylic oxidation and cyclopropanation†

Derek R. Boyd,*a   Narain D. Sharma,a   Lenuta Sbircea,a   Deirdre Murphy,a   Tayeb Belhocine,a   John F. Malone,a   Stuart L. James,a   Christopher C. R. Allenb  and  John T. G. Hamiltonbc  

* Corresponding authors

a Centre for the Theory and Application of Catalysis (CenTACat), School of Chemistry and Chemical Engineering, Queen’s University Belfast, Belfast, UK
E-mail: dr.boyd@qub.ac.uk
Fax: +44 (0)28 90972117
Tel: +44 (0)28 90975419

b School of Biological Sciences, Queen’s University Belfast, Belfast, UK

c Agri-food and Biosciences Institute for Northern Ireland, Belfast, UK

Abstract

Biphenyl dioxygenase-catalysed cis-dihydroxylation of 2-chloroquinoline, 2-chloro-3-methylquinoline and 2-chloro-6-phenylpyridine substrates yielded the corresponding enantiopure cis-dihydrodiols; enantiopure 2,2′-bipyridines, synthesised in four steps from 2-chloroquinoline, proved to be efficient chiral ligands in catalytic asymmetric allylic oxidation and cyclopropanation reactions of alkenes.

Graphical abstract: Azaarene cis-dihydrodiol-derived 2,2′-bipyridine ligands for asymmetric allylic oxidation and cyclopropanation

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B814678K
Article type
Communication
Submitted
22 Aug 2008
Accepted
29 Sep 2008
First published
09 Oct 2008

Chem. Commun., 2008, 5535-5537

Permissions

Request permissions

Azaarene cis-dihydrodiol-derived 2,2′-bipyridine ligands for asymmetric allylic oxidation and cyclopropanation

D. R. Boyd, N. D. Sharma, L. Sbircea, D. Murphy, T. Belhocine, J. F. Malone, S. L. James, C. C. R. Allen and J. T. G. Hamilton, Chem. Commun., 2008, 5535 DOI: 10.1039/B814678K

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