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Aziridination of α,β-unsaturated phosphonic esters

✍ Scribed by Antonello Fazio; M.Antonietta Loreto; Paolo A Tardella


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
61 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


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.


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Aziridination of α,β-unsaturated ketones
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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.

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