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Palladium-Catalyzed Enantioselective Relay Heck Arylation of Enelactams: Accessing α,β-Unsaturated δ-Lactams

Qianjia Yuan and Matthew S. Sigman*

*Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States, Email: sigmanchem.utah.edu

Q. Yuan, M. S. Sigman, J. Am. Chem. Soc., 2018, 140, 6527-6530.

DOI: 10.1021/jacs.8b02752 (free Supporting Information)


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Abstract

An oxidative relay Heck arylation reaction enables the construction of chiral α,β-unsaturated δ-lactams, widely used as pharmacophores, in high yields and excellent enantioselectivities. This strategy also allows facile access to 7-substituted α,β-unsaturated ε-lactam products and δ-lactams.

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Key Words

N-heterocycles, oxygen


ID: J48-Y2018