Copper(I)-Catalyzed Intramolecular Hydroalkoxylation of Unactivated Alkenes
Hiroaki Murayama, Kazunori Nagao, Hirohisa Ohmiya* and Masaya Sawamura*
*Department of Chemistry, Faculty of Science, Hokkaido
University, Sapporo 060-0810, Japan, Email: ohmiya
sci.hokudai.ac.jp,
sawamurasci.hokudai.ac.jp
H. Murayama, K. Nagao, H. Ohmiya, M. Sawamura, Org. Lett., 2015, 17, 2039-2041.
DOI: 10.1021/acs.orglett.5b00758
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Abstract
A Cu(I)-Xantphos system catalyzed the intramolecular hydroalkoxylation of unactivated terminal alkenes, providing five- and six-membered cyclic ethers. A possible reaction pathway involves an addition of a Cu-O bond across the C-C double bond. The use of (R)-DTBM-SEGPHOS as ligand enabled an enantioselective reaction with moderate enantioselectivity.
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Key Words
tetrahydrofurans, tetrahydropyrans
ID: J54-Y2015
