Ruthenium-catalyzed [2 + 2] cycloadditions of 2-substituted norbornenes

R W Jordan; W Tam

doi:10.1021/ol006397t

Ruthenium-catalyzed [2 + 2] cycloadditions of 2-substituted norbornenes

Org Lett. 2000 Sep 21;2(19):3031-4. doi: 10.1021/ol006397t.

Authors

R W Jordan¹, W Tam

Affiliation

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

PMID: 10986100
DOI: 10.1021/ol006397t

Abstract

The studies of remote substituent effects in controlling regio- and stereoselectivities in chemical reactions provide important information in understanding long-range stereoelectronic effects. The effect of remote substituents on ruthenium-catalyzed [2 + 2] cycloadditions of 2-substituted norbornenes has been investigated. The cycloadditions occurred at room temperature in excellent yields, and regioselectivities of 1.2:1 to 7.5:1 were observed with various 2-substituted norbornenes.