Abstract: A few 4-nitroisoxazoles were found to undergo highly diastereoselective pericyclic homodomino processes with the title enol ether affording 1,6,9-trioxa-5,9a-diazacyclopent[d]indenes through bicyclic nitronates as key intermediates. Formation of isoxazolo-oxepine systems is also reported together with a domino reaction with the above reagent and methyl acrylate. Two X-ray analyses of compounds 8 and 13 were carried out to firmly establish their stereochemistry.
4-Nitroisoxazoles as Nitroalkene Heterodienes: Diastereoselective Synthesis of Spiro Tricyclic Nitroso Acetals by Thermal Reactions with Ethyl Vinyl Ether / D. GIOMI; S. TURCHI; A. DANESI; C. FAGGI. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 57:(2001), pp. 4237-4242.
4-Nitroisoxazoles as Nitroalkene Heterodienes: Diastereoselective Synthesis of Spiro Tricyclic Nitroso Acetals by Thermal Reactions with Ethyl Vinyl Ether
GIOMI, DONATELLA;FAGGI, CRISTINA
2001
Abstract
Abstract: A few 4-nitroisoxazoles were found to undergo highly diastereoselective pericyclic homodomino processes with the title enol ether affording 1,6,9-trioxa-5,9a-diazacyclopent[d]indenes through bicyclic nitronates as key intermediates. Formation of isoxazolo-oxepine systems is also reported together with a domino reaction with the above reagent and methyl acrylate. Two X-ray analyses of compounds 8 and 13 were carried out to firmly establish their stereochemistry.
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