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Stereoselective synthesis of cis- and trans-2,3-disubstituted eight-membered medium-ring ethers based on Ireland-Claisen rearrangement of 3-alkoxy-2-propenyl glycolate esters and ring-closing olefin metathesis
Authors:Kenshu Fujiwara  Akiyoshi Goto  Daisuke Sato  Hidetoshi Kawai  Takanori Suzuki
Institution:Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan
Abstract:A simple stereoselective synthesis of cis- and trans-2,3-disubstituted medium-sized cyclic ethers has been developed based on geometry-selective synthesis of 3-alkoxy-2-propenyl glycolate esters, Ireland-Claisen rearrangement of the glycolate esters, and ring-closing olefin metathesis.
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