Enol silyl ethers via copper(II)-catalyzed C-O bond formation

Daniel G Chan; David J Winternheimer; Craig A Merlic

doi:10.1021/ol2009297

Enol silyl ethers via copper(II)-catalyzed C-O bond formation

Org Lett. 2011 May 20;13(10):2778-81. doi: 10.1021/ol2009297. Epub 2011 Apr 21.

Authors

Daniel G Chan¹, David J Winternheimer, Craig A Merlic

Affiliation

¹ Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States.

PMID: 21510621
DOI: 10.1021/ol2009297

Abstract

Copper(II) acetate catalyzes the coupling of pinacol vinylboronates with silanols producing enol silyl ethers. This represents a novel enol silyl ether synthesis via formation of the C-O bond instead of the conventional Si-O bond. This also constitutes the first transition-metal-catalyzed oxidative cross-coupling with silanols.