Ruthenium-catalyzed isomerization of oxa/azabicyclic alkenes: an expedient route for the synthesis of 1,2-naphthalene oxides and imines

Karine Villeneuve; William Tam

doi:10.1021/ja058621l

Ruthenium-catalyzed isomerization of oxa/azabicyclic alkenes: an expedient route for the synthesis of 1,2-naphthalene oxides and imines

J Am Chem Soc. 2006 Mar 22;128(11):3514-5. doi: 10.1021/ja058621l.

Authors

Karine Villeneuve¹, William Tam

Affiliation

¹ Guelph-Waterloo Centre for Graduate Work in Chemistry and Biochemistry, Department of Chemistry, University of Guelph, Guelph, Ontario, Canada, N1G 2W1.

PMID: 16536513
DOI: 10.1021/ja058621l

Abstract

1,2-Naphthalene oxides and imines can be rapidly accessed through a ruthenium-catalyzed isomerization of readily available 7-oxa/azabenzonorbornadienes. These mild reaction conditions were found to be tolerant to various functional groups and the isomerization is highly regioselective.