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Stereospecific synthesis of eight- and nine-membered cyclic ethers by Eu(fod)3-mediated cyclization of hydroxy epoxides |
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| Authors: | Toshikazu SaitohToshio Suzuki Norihiro OnoderaHideya Sekiguchi Hisahiro HagiwaraTakashi Hoshi |
| Institution: | a Graduate School of Science and Technology, Niigata University, 2-nocho, Ikarashi, Niigata 950-2181, Japan b Faculty of Engineering, Niigata University, 2-nocho, Ikarashi, Niigata 950-2181, Japan |
| Abstract: | An efficient and versatile method for the stereospecific construction of α,ω-cis- and α,ω-trans-disubstituted eight- and nine-membered cyclic ethers was developed. Cyclization of the hydroxy epoxides promoted by Eu(fod)3 proceeded via an SN2 process and exo mode to provide the corresponding cyclic ethers in excellent yields. |
| Keywords: | cyclization hydroxy epoxides oxocenes oxonenes regioselection |
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