铑催化的分子间[5+2]环加成反应中 Ynol 醚作为偕二酮等价物。
Ynol Ethers as Ketene Equivalents in Rhodium-Catalyzed Intermolecular [5 + 2] Cycloaddition Reactions.
机构信息
Departments of Chemistry and Chemical and Systems Biology, Stanford University , Stanford, California 94305, United States.
出版信息
Org Lett. 2017 Nov 3;19(21):5810-5813. doi: 10.1021/acs.orglett.7b02765.
Abstract
The previously unexplored metal-catalyzed [5 + 2] cycloadditions of vinylcyclopropanes (VCPs) and electron-rich alkynes (ynol ethers) have been found to provide a highly efficient, direct route to dioxygenated seven-membered rings, a common feature of numerous natural and non-natural targets and building blocks for synthesis. The reactions proceed in high yield at room temperature and tolerate a broad range of functionalities. Substituted VCPs were found to react with high regioselectivity.
摘要
先前未被探索的金属催化[5+2]环加成反应，即乙烯基环丙烷（VCPs）和富电子炔烃（ynol 醚）的反应，已被发现为提供高效、直接的途径，合成含有氧原子的七元环，这是许多天然和非天然目标以及合成砌块的共同特征。反应在室温下以高产率进行，并能容忍广泛的官能团。取代的 VCPs 被发现具有高区域选择性反应。
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