Stereospecificity and mechanism in cation radical Diels-Alder and cyclobutanation reactions

N L Bauld; J Yang

doi:10.1021/ol9907567

Stereospecificity and mechanism in cation radical Diels-Alder and cyclobutanation reactions

Org Lett. 1999 Sep 9;1(5):773-4. doi: 10.1021/ol9907567.

Authors

N L Bauld¹, J Yang

Affiliation

¹ Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, USA. bauld@mail.utexas.edu

PMID: 16118883
DOI: 10.1021/ol9907567

Abstract

[reaction: see text] The cation radical Diels-Alder and cyclobutanation reactions of cis- and trans-1,2-(diaryloxy)ethenes with a cyclic and an acyclic diene have been found to be stereospecific, in accord with a concerted cycloaddition mechanism.