Journal
ORGANIC LETTERS
Volume 13, Issue 20, Pages 5556-5559Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol202276h
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- NIGMS Centers of Excellence for Chemical Methodology and Library Development [P50 GM069721]
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An intramolecular aza-Michael reaction with a Cbz carbamate and an enone is reported to result in 3,5-disubstituted nitrogen-containing heterocycles. Either cis or trans isomers were obtained selectively using chiral substrates and an achiral Pd (II) complex or strong Bronsted acid catalysis. A range of substrates undergoes these selective transformations. Functionalization of the resulting products yielding bicyclic heterocycles is also demonstrated.
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