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Aziridination of α,β-unsaturated esters by (ethoxycarbonyl)nitrene

✍ Scribed by Monica Carducci; Stefania Fioravanti; M.Antonietta Loreto; Lucio Pellacani; Paolo A. Tardella

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
123 KB
Volume
37
Category
Article
ISSN
0040-4039

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Synthetic precursors of amino phosphonic acids are aziridinyl phosphonates. These compounds can be prepared through a reaction of phosphonates 2a-e with NsONHCO 2 Et and inorganic bases involving addition of an (ethoxycarbonyl)amino group onto the double bond, via a new and easy procedure.

Aziridination of α,β-unsaturated ketones
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✍ Stefania Fioravanti; Lucio Pellacani; Stefania Tabanella; Paolo A. Tardella 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 411 KB

Akstra~. ~l~-Unsaturated ketones are aziridinated by [(arenesulphonyl)oxy]carbamates and CaO (or Cs2CO3) or by N3CO2Et photolysis. A remote chiral center induced up m 74% ~e. Bis-unsaturated subeuates showed scarce regioselectivity under all conditions.