3 years ago

Regioselective Functionalization of Enamides at the α-Carbon via Unsymmetrical 2-Amidoallyl Cations

Regioselective Functionalization of Enamides at the α-Carbon via Unsymmetrical 2-Amidoallyl Cations
Rendy Kartika, Joshua A. Malone, Frank R. Fronczek, Mirza A. Saputra, Alexander H. Cleveland, Nitin S. Dange
A new method to functionalize enamides via an intermediacy of unsymmetrical 2-amidoallyl cations is reported. Generated under mild Brønsted acid catalysis, these reactive species were found to undergo addition with various nucleophiles at the less substituted α-carbon to produce highly substituted enamides in high yields with complete control of regioselectivity.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00962

DOI: 10.1021/acs.orglett.7b00962

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