Department of Chemistry, Kangwon National University, Chuncheon 200-701, Republic of Korea.
J Org Chem. 2012 Jan 6;77(1):215-20. doi: 10.1021/jo2018125. Epub 2011 Dec 1.
Ethyl α-(1-hydroxy-1-alkyl)methylallenoates and α-(1-hydroxy-1-aryl)methylallenoates containing not only electron-donating groups but also an electron-withdrawing group on the aryl group at the α-position have been shown to undergo an efficient and selective copper-catalyzed intramolecular hydroalkoxylation to give functionalized 3-ethoxycarbonyl-2-alkyl- and -aryl-2,5-dihydrofurans in good to excellent yields through a 5-endo mode.
含有不仅供电子基团而且在α-位芳基上有吸电子基团的乙基α-(1-羟基-1-烷基)甲基丙二烯酸酯和α-(1-羟基-1-芳基)甲基丙二烯酸酯,已经显示出在铜催化下能够有效地和选择性地进行分子内羟烷氧基化,通过 5-endo 模式以良好至优异的收率得到官能化的 3-乙氧羰基-2-烷基-和-芳基-2,5-二氢呋喃。