Rapid Access to Conformationally-Constrained Oxatricycles via Ugi-Smiles Couplings

Authors

Bree Richey, Southern Illinois University Edwardsville
Katelynn M. Mason, Southern Illinois University Edwardsville
Michael S. Meyers, Southern Illinois University Edwardsville
Sarah Luesse, Southern Illinois University EdwardsvilleFollow

Document Type

Article

Publication Date

1-27-2016

Publication Title

Tetrahedron Letters

Department

Chemistry

Abstract

Use of allylamine and substituted 2-furaldehydes as components in Ugi-Smiles couplings of 2-nitrophenol provide ready access to N-aryl epoxyisoindolines. These adducts form via a dual event involving the Ugi-Smiles multicomponent reaction and an intramolecular Diels-Alder cycloaddition with the furan ring.

Comments

This is the Accepted Manuscript version of an article published by Elsevier in Tetrahedron Letters, available online at http://dx.doi.org/10.1016/j.tetlet.2015.12.068.

© 2013. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/

Recommended Citation

Richey, Bree; Mason, Katelynn M.; Meyers, Michael S.; and Luesse, Sarah, "Rapid Access to Conformationally-Constrained Oxatricycles via Ugi-Smiles Couplings" (2016). SIUE Faculty Research, Scholarship, and Creative Activity. 47.
https://spark.siue.edu/siue_fac/47