SmI2–H2O-mediated 5-exo/6-exo lactone radical cyclisation cascades

Irem Yalavac; Sarah E. Lyons; Michael R. Webb; David J. Procter

doi:10.1039/C4CC05404K

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

SmI₂–H₂O-mediated 5-exo/6-exo lactone radical cyclisation cascades†

Irem Yalavac,^a Sarah E. Lyons,^a Michael R. Webb^b and David J. Procter*^a

Author affiliations

* Corresponding authors

^a School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK
E-mail: david.j.procter@manchester.ac.uk

^b Medicines Research Centre, GlaxoSmithKline, Gunnels Wood Road, Stevenage, Herts, SG1 2NY, UK

Abstract

The SmI₂–H₂O reagent system mediates challenging 5-exo/6-exo lactone radical cascade cyclisations that deliver carbo[5.4.0]bicyclic motifs in a diastereoselective, one-pot process that establish two new carbocyclic rings and four stereocentres.

This article is part of the themed collection: In Celebration of Richard Taylor’s 65th Birthday

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/C4CC05404K
Article type: Communication
Submitted: 14 Upu 2014
Accepted: 15 Pha 2014
First published: 15 Pha 2014

Download Citation

Chem. Commun., 2014,50, 12863-12866

Author version available

Download author version (PDF)

Permissions

Request permissions

SmI₂–H₂O-mediated 5-exo/6-exo lactone radical cyclisation cascades

I. Yalavac, S. E. Lyons, M. R. Webb and D. J. Procter, Chem. Commun., 2014, 50, 12863 DOI: 10.1039/C4CC05404K

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.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Chemical Communications