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Murayama H, Nagao K, Ohmiya H, et al. Copper(I)-catalyzed intramolecular hydroalkoxylation of unactivated alkenes. Org Lett. 2015;17(9):2039-41doi: 10.1021/acs.orglett.5b00758.
Murayama, H., Nagao, K., Ohmiya, H., & Sawamura, M. (2015). Copper(I)-catalyzed intramolecular hydroalkoxylation of unactivated alkenes. Organic letters, 17(9), 2039-41. https://doi.org/10.1021/acs.orglett.5b00758
Murayama, Hiroaki, et al. "Copper(I)-catalyzed intramolecular hydroalkoxylation of unactivated alkenes." Organic letters vol. 17,9 (2015): 2039-41. doi: https://doi.org/10.1021/acs.orglett.5b00758
Murayama H, Nagao K, Ohmiya H, Sawamura M. Copper(I)-catalyzed intramolecular hydroalkoxylation of unactivated alkenes. Org Lett. 2015 May 01;17(9):2039-41. doi: 10.1021/acs.orglett.5b00758. Epub 2015 Apr 07. PMID: 25849322.
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Org Lett. 2015 May 01;17(9):2039-41. doi: 10.1021/acs.orglett.5b00758. Epub 2015 Apr 07.

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

Organic letters

Hiroaki Murayama, Kazunori Nagao, Hirohisa Ohmiya, Masaya Sawamura

Affiliations

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

PMID: 25849322 DOI: 10.1021/acs.orglett.5b00758

Abstract

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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