Copper(I)-catalyzed intramolecular hydroalkoxylation of unactivated alkenes.

Org Lett

Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.

Published: May 2015

A Cu(I)-Xantphos system catalyzed the intramolecular hydroalkoxylation of unactivated terminal alkenes, giving five- and six-membered ring ethers. This system is applicable to both primary and secondary alcohols. A reaction pathway involving the addition of the Cu-O bond across the C-C double bond is proposed. A chiral Cu(I) catalyst system based on the (R)-DTBM-SEGPHOS ligand promoted enantioselective reaction with moderate enantioselectivity.

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Source
http://dx.doi.org/10.1021/acs.orglett.5b00758DOI Listing

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