通过炔丙基底物的形式[3+2]环加成高效合成亚甲基四氢呋喃和亚甲基吡咯烷。
Efficient synthesis of methylenetetrahydrofurans and methylenepyrrolidines by formal [3+2] cycloadditions of propargyl substrates.
作者信息
Yamazaki Shoko
机构信息
Department of Chemistry, Nara University of Education, Takabatake-cho, Nara 630-8528, Japan.
出版信息
Chemistry. 2008;14(20):6026-36. doi: 10.1002/chem.200800195.
Recent developments concerning the synthesis of methylenetetrahydrofurans and methylenepyrrolidines by one-pot formal [3+2] cycloadditions involving propargylic (and allylic) alcohols and amines with electrophilic alkenes are described. The synthetic methods provide powerful tools to prepare highly functionalized oxygen- and nitrogen-containing five-membered ring systems. The reactions can be effectively promoted by base, base/transition metals, and Lewis acids, depending on the substrates.
本文描述了通过一锅法形式的[3+2]环加成反应合成亚甲基四氢呋喃和亚甲基吡咯烷的最新进展，该反应涉及炔丙醇（和烯丙醇）以及胺与亲电烯烃的反应。这些合成方法为制备高度官能化的含氧和含氮五元环体系提供了有力工具。根据底物的不同，该反应可以分别通过碱、碱/过渡金属以及路易斯酸有效地促进。
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