Gold-catalyzed intramolecular hydroalkoxylation/cyclization of conjugated dienyl alcohols

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• 作者：B. Chandrasekhar ; Jae-Sang Ryu ; ^{ryuj@ewha.ac.kr}
• 关键词：Hydroalkoxylation ; Conjugated diene ; Alcohol ; Gold ; Cyclization
• 刊名：Tetrahedron
• 出版年：2012
• 期刊代码：107_00404020
• 类别：ch
• 出版时间：17 June, 2012
• 卷：68
• 期：24
• 页码：4805-4812
• 文件大小：1322 K

摘要

Catalytic intramolecular additions of hydroxyl groups to tethered conjugated dienes are described. The reactions proceed smoothly at 60 掳C in the presence of 5 mol %of (PPh₃)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.