Jump to main content
Jump to site search


1,3-Dipolar Cycloaddition of Nitrones to Oxa(aza)bicyclic Alkenes

Abstract

A new 1,3-dipolar cycloaddition of oxa(aza)bicyclic alkenes with nitrones has been developed. The operationally simple cycloaddition allows us for the efficient synthesis of fused bicyclic tetrahydroisoxazole bearing exo- and anti-five member heterocyclic ring (76–99% yields) without any catalyst and additive under mild conditions. A proposed concerted mechanism and the observed selectivity are investigated by DFT calculations of the reaction pathways. This mild and practical [3+2] cycloaddition provides an efficient route to access to highly functionalized compounds.

Back to tab navigation

Supplementary files

Publication details

The article was received on 17 May 2019, accepted on 13 Aug 2019 and first published on 15 Aug 2019


Article type: Research Article
DOI: 10.1039/C9QO00660E
Org. Chem. Front., 2019, Accepted Manuscript

  •   Request permissions

    1,3-Dipolar Cycloaddition of Nitrones to Oxa(aza)bicyclic Alkenes

    Y. Yao, W. Yang, Q. Lin, W. Yang, H. li, L. Wang, F. L. Gu and D. Yang, Org. Chem. Front., 2019, Accepted Manuscript , DOI: 10.1039/C9QO00660E

Search articles by author

Spotlight

Advertisements