Optically active (E)-nitro alkenes carrying a 1,3-dioxolane or 1,3-oxazolidine residue undergo stereoselective aza-MIRC reactions, leading to the synthesis of the corresponding chiral nitro aziridines in high yields and with good diastereoselectivity. Interestingly, the stereochemical outcome of the aziridination reactions was strongly influenced by the chiral residue considered, giving stereoisomers, regardless of the reaction conditions. © 2008 Elsevier Ltd. All rights reserved.

Stereoselective aza-MIRC reactions on optically active (E)-nitro alkenes / Fioravanti, Stefania; Fabio, Marchetti; Pellacani, Lucio; Ranieri, Luca; Tardella, Paolo Antonio. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - STAMPA. - 19:2(2008), pp. 231-236. [10.1016/j.tetasy.2007.12.007]

Stereoselective aza-MIRC reactions on optically active (E)-nitro alkenes

FIORAVANTI, Stefania;PELLACANI, Lucio;RANIERI, LUCA;TARDELLA, Paolo Antonio
2008

Abstract

Optically active (E)-nitro alkenes carrying a 1,3-dioxolane or 1,3-oxazolidine residue undergo stereoselective aza-MIRC reactions, leading to the synthesis of the corresponding chiral nitro aziridines in high yields and with good diastereoselectivity. Interestingly, the stereochemical outcome of the aziridination reactions was strongly influenced by the chiral residue considered, giving stereoisomers, regardless of the reaction conditions. © 2008 Elsevier Ltd. All rights reserved.
2008
chiral auxiliaries; diastereoselective aziridination; nitro alkenes
01 Pubblicazione su rivista::01a Articolo in rivista
Stereoselective aza-MIRC reactions on optically active (E)-nitro alkenes / Fioravanti, Stefania; Fabio, Marchetti; Pellacani, Lucio; Ranieri, Luca; Tardella, Paolo Antonio. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - STAMPA. - 19:2(2008), pp. 231-236. [10.1016/j.tetasy.2007.12.007]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/226253
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