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Tetrahedron

X= Y-ZH systems as potential 1, 3-dipoles. Part 32 generation of nitrones from oximes. Tandem Michael addition-1, 3-dipolar cycloaddition reactions. Background and …

R Grigg, F Heaney, S Surendrakumar, WJ Warnock

文献索引:Grigg; Heaney; Surendrakumar; Warnock Tetrahedron, 1991 , vol. 47, # 25 p. 4477 - 4494

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被引用次数: 33

摘要

Intermolecular Michael addition of aldoximes and ketoximes to electronegative olefins generates nitrones. The keto nitrones can be trapped in regiospecific intermolecular cycloaddition reactions giving single cycloadducts in good yield. Chemospecific 1: 1: 1 cycloadducts are obtained from ketoximes, monosubstituted electronegative olefins (Michael acceptor) and N-methylmaleimide (dipolarophile), whilst the chemoselectivity of the ...