铜催化的 9 H-环庚[b]吡啶-9-酮与富电子烯烃的[4+2]环加成反应。
Copper-Catalyzed [4+2] Cycloaddition of 9 H-Cyclohepta[ b]pyridine-9-one and Electron-Rich Alkenes.
机构信息
Department of Chemistry , University of California, Berkeley , California 94720 , United States.
出版信息
J Org Chem. 2019 Jul 5;84(13):8717-8723. doi: 10.1021/acs.joc.9b00899. Epub 2019 Jun 20.
PMID:31244151
Abstract
9 H-Cyclohepta[ b]pyridin-9-one was used as a diene cycloaddition partner to construct [3.2.2] bicycles in a copper-catalyzed [4+2] cycloaddition. Oxygen- and nitrogen-substituted terminal, disubstituted, trisubstituted, and cyclic alkenes reacted to afford the cycloadducts as single constitutional isomers in 48-80% yields and diastereomeric ratios up to 5.6:1.
摘要
9H-环庚[B]吡啶-9-酮被用作二烯环加成伙伴，在铜催化的[4+2]环加成中构建[3.2.2]自行车。含氧和含氮取代的末端、二取代、三取代和环状烯烃反应，以高达 5.6:1 的非对映选择性比和 48-80%的产率得到环加成产物作为单一立体异构体。
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