4.8 Article

Copper(I)-Catalyzed Intramolecular Hydroalkoxylation of Unactivated Alkenes

Journal

ORGANIC LETTERS
Volume 17, Issue 9, Pages 2039-2041

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00758

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Funding

  1. JSPS
  2. CREST, JST

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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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