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Palladium Catalyzed Cyclizations of Oxime Esters with 1,2-Disubstituted Alkenes: Synthesis of Dihydropyrroles

Nicholas J. Race and John F. Bower*

*School of Chemistry, University of Bristol, Bristol, BS8 1TS, U.K., Email: john.bowerbris.ac.uk

N. J. Race, J. F. Bower, Org. Lett., 2013, 15, 4616-4619.

DOI: 10.1021/ol4023112


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Abstract

Pd-catalyzed intramolecular cyclizations of oxime esters with 1,2-dialkylated alkenes provide an entry to dihydropyrroles. Substrate and catalyst controlled strategies for selective product formation are outlined.

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Note

In earlier work, we outlined further the scope of the oxime ester R-group for cyclizations of this type (ACIE, 2012, 1675); a wide range of alkyl- and aryl-substituents were tolerated. The present manuscript explores the scope of 1,2-disubstituted alkene acceptors.

John F. Bower, November 4, 2014


Key Words

1-Pyrrolines


ID: J54-Y2013