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A Domino Copper-Catalyzed C-O Coupling-Claisen Rearrangement Process

Gero Nordmann and Stephen L. Buchwald*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email: sbuchwalmit.edu

G. Nordmann, S. L. Buchwald, J. Am. Chem. Soc., 2003, 125, 4978-4979.

DOI: 10.1021/ja034809y (free Supporting Information)


Abstract

The combination of a copper-catalyzed C-O coupling reaction with a subsequent Claisen rearrangement allowed the generation of two adjacent quarternary stereocenters in a one-pot domino process. Furthermore, an experimentally simple stereoselective synthesis of of vinyl ethers is delineated using the same catalyst system.

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Key Words

Claisen Rearrangement, Ethers


ID: J48-Y2003-1450