Abstract
Catalytic intramolecular additions of hydroxyl groups to tethered conjugated dienes are described. The reactions proceed smoothly at 60 °C in the presence of 5 mol % of (PPh 3)AuCl/AgOTf as a catalyst. A broad range of structurally diverse conjugated dienes produce substituted tetrahydrofurans and tetrahydropyrans in good yields. This reaction represents an atom-economic route to construct five- and six-membered cyclic ethers.
Original language | English |
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Pages (from-to) | 4805-4812 |
Number of pages | 8 |
Journal | Tetrahedron |
Volume | 68 |
Issue number | 24 |
DOIs | |
State | Published - 17 Jun 2012 |
Bibliographical note
Funding Information:This work was supported by the grant from the National Core Research Center Program (No. 2012-0000952 ) of the Ministry of Science & Technology and by the Ewha Global Top5 Grant 2011 of Ewha Womans University .
Keywords
- Alcohol
- Conjugated diene
- Cyclization
- Gold
- Hydroalkoxylation