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- W2951243821 abstract "The enynyl-substituted 2,3-dihydroisoxazoles (‘isoxazolines') 9 – 14 were prepared by highly (Z)-selective Peterson olefination reaction from the corresponding carbaldehydes 6 – 8. On short-time thermolysis (280 – 406°/10 s) the TMS derivatives 9 – 11 give rise to the annulated pyrrolines 18 – 20, which, in some cases, suffer CH4 elimination affording the pyrroles 15 – 17. In contrast, thermolysis of the terminal alkyne derivatives 12 – 14 leads to the bicyclic compounds 21 – 23. The reaction pathways are discussed on the basis of the formation of conjugated azomethine ylides as key intermediates, which either undergo a 1,5-cyclization to 18 – 20 or a 1,7-ring-closure affording cycloallene intermediates of type V, which are further transformed into the azepino pyrroles 21 – 23." @default.
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- W2951243821 date "2001-12-19" @default.
- W2951243821 modified "2023-10-03" @default.
- W2951243821 title "4-Substituted 2,3-Dihydroisoxazoles as Masked Azomethine Ylides: Access to Pyrrole Derivatives by 1,5- and 1,7-Dipolar Electrocyclizations of Enynyl Derivatives" @default.
- W2951243821 doi "https://doi.org/10.1002/1522-2675(20011219)84:12<3822::aid-hlca3822>3.0.co;2-o" @default.
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