Solid-supported cyclohexane-1,3-dione (CHD): a "capture and release" reagent for the synthesis of amides and novel scavenger resin

Cara E Humphrey; Morag A M Easson; Jason P Tierney; Nicholas J Turner

doi:10.1021/ol027503p

Solid-supported cyclohexane-1,3-dione (CHD): a "capture and release" reagent for the synthesis of amides and novel scavenger resin

Org Lett. 2003 Mar 20;5(6):849-52. doi: 10.1021/ol027503p.

Authors

Cara E Humphrey¹, Morag A M Easson, Jason P Tierney, Nicholas J Turner

Affiliation

¹ Department of Chemistry, University of Edinburgh, Kings Buildings, West Mains Road, Edinburgh, EH9 3JJ, UK.

PMID: 12633088
DOI: 10.1021/ol027503p

Abstract

[reaction: see text] A three-step synthesis of cyclohexane-1,3-dione (CHD) resin 6 on polystyrene resin is described. Resin 6 was used to prepare an amide library of high purity by microwave-assisted serial "capture and release" and can be recycled for this purpose. High-loading CHD resin 10 was also shown to scavenge allyl cations in solution.