Organic Chemistry Portal

Abstracts

Search:

Enamide-Benzyne-[2+2] Cycloaddition: Stereoselective Tandem [2+2]-Pericyclic Ring-Opening-Intramolecular N-Tethered [4+2] Cycloadditions

John B. Feltenberger, Ryuji Hayashi, Yu Tang, Eric S. C. Babiash and Richard P. Hsung*

*Department of Chemistry and Division of Pharmaceutical Sciences, University of Wisconsin, Madison, Wisconsin 53705, Email: rhsungwisc.edu

J. B. Feltenberge, R. Hayashi, Y. Tang, E. S. C. Babiash, R. P. Hsung, Org. Lett., 2009, 11, 3666-3669.

DOI: 10.1021/ol901434g


Abstract

Benzyne-[2+2] cycloadditions with enamides enabled the development of a highly stereoselective tandem [2+2] cycloaddition-pericyclic ring-opening-intramolecular-N-tethered-[4+2] cycloaddition for rapid assembly of nitrogen heterocycles.

see article for more examples



Key Words

Benzocyclobutenes, Benzocyclohexenes


ID: J54-Y2009-2520