N-heterocyclic carbene-catalyzed amidation of unactivated esters with amino alcohols

Mohammad Movassaghi; Michael A Schmidt

doi:10.1021/ol050773y

N-heterocyclic carbene-catalyzed amidation of unactivated esters with amino alcohols

Org Lett. 2005 Jun 9;7(12):2453-6. doi: 10.1021/ol050773y.

Authors

Mohammad Movassaghi¹, Michael A Schmidt

Affiliation

¹ Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

PMID: 15932221
DOI: 10.1021/ol050773y

Abstract

[reaction: see text] A catalytic amidation of unactivated esters with amino alcohols is described. A series of solution studies in addition to the first X-ray structure of a carbene-alcohol complex support a carbene-base nucleophile activation mechanism.