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Copper-Catalyzed Oxidative Acetalization of Boronic Esters: An Umpolung Strategy for Cyclic Acetal Synthesis

Eric M. Miller and Maciej A. Walczak*

*Department of Chemistry, University of Colorado, Boulder, Colorado 80309, United States, Email: maciej.walczakcolorado.edu

E. M. Miller, M. A. Walczak, J. Org. Chem., 2020, 85, 8230-8239.

DOI: 10.1021/acs.joc.0c00720 (free Supporting Information)



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Abstract

Copper catalyzes a mild acetalization of boronic esters in the presence of a variety of functional groups. This Chan-Lam coupling method enables an orthogonal acetalization of substrates with reactive, acid-sensitive functional groups.

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Key Words

Chan-Lam coupling, Lactols, PIDA


ID: J42-Y2020