A full regioselective and stereoselective synthesis of 4-nitroisoxazolidines via stepwise [3 + 2] cycloaddition reactions between (Z)-C-(9-anthryl)-N-arylnitrones and (E)-3,3,3-trichloro-1-nitroprop-1-ene: ... więcej

A full regioselective and stereoselective synthesis of 4-nitroisoxazolidines via stepwise [3 + 2] cycloaddition reactions between (Z)-C-(9-anthryl)-N-arylnitrones and (E)-3,3,3-trichloro-1-nitroprop-1-ene: comprehensive experimental and theoretical study / Radomir Jasiński, Magdalena Żmigrodzka, Ewa Dresler, Karolina Kula // Journal of Heterocyclic Chemistry [Dokument elektroniczny]. – 2017, Vol. 54, Iss. 6, s. 3314-3320 : rys., tab. – Tryb dostępu: http://onlinelibrary.wiley.com/doi/10.1002/jhet.2951/epdf. – Bibliogr. 33 poz., Streszcz. ang. – doi: 10.1002/jhet.2951. – ISSN 1943-5193

In the contrast to all known [3 + 2] cycloadditions between nitrones and conjugated nitroalkenes, reactions of (E)-3,3,3-trichloro-1-nitroprop-1-ene with (Z)-C-(9-anthryl)-N-arylnitrones are proceeding ... więcej

In the contrast to all known [3 + 2] cycloadditions between nitrones and conjugated nitroalkenes, reactions of (E)-3,3,3-trichloro-1-nitroprop-1-ene with (Z)-C-(9-anthryl)-N-arylnitrones are proceeding in a fully regioselective and stereoselective manner. Additionally, density functional theory calculations suggest stepwise, zwitterionic mechanism of these cycloadditions.