Organic Chemistry Portal

Abstracts

Search:

Asymmetric Intramolecular Crossed-Benzoin Reactions by N-Heterocyclic Carbene Catalysis

Dieter Enders*, Oliver Niemeier, Tim Balensiefer

*Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany, Email: endersrwth-aachen.de

D. Enders, O. Niemeier, T. Balensiefer, Angew. Chem. Int. Ed., 2006, 45, 1463-1467.

DOI: 10.1002/anie.200503885 (free Supporting Information)


Abstract

An enantioselective intramolecular crossed-benzoin reaction catalyzed by novel chiral N-heterocyclic carbenes has been developed. A tetracyclic trazolium salt catalyzes the cyclization with generation of a quartenary stereocenter in high yields and excellent enantomeric excess.

see article for more examples


see article for more reactions



Key Words

benzoins, asymmetric synthesis, benzoin reaction, heterocycles, homogeneous catalysis, organocatalysis, N-heterocyclic carbenes


ID: J06-Y2006-500