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Regio- and Enantioselective Iridium-Catalyzed Intermolecular Allylic Etherification of Achiral Allylic Carbonates with Phenoxides

Fernando López, Toshimichi Ohmura and John F. Hartwig*

*Department of Chemistry, Yale University, P.O. Box 208107, New Haven, Connecticut 06520-8107, Email: john.hartwigyale.edu

F. Lopez, T. Ohmura, J. F. Hartwig, J. Am. Chem. Soc., 2003, 125, 3426-3427.

DOI: 10.1021/ja029790y (free Supporting Information)


Abstract

An enantioselective and regioselective allylic etherification of various sodium and lithium aryloxides with achiral (E)-cinnamyl and terminal aliphatic allylic electrophiles in the presence of 2 mol% of an iridium-phosphoramidite complex provides chiral allylic aryl ethers in high yields and excellent levels of regio- and enantioselectivity.

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Key Words

Arylethers


ID: J48-Y2003-1380