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
No coin nor oath required. For personal study only.
✦ 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.
📜 SIMILAR VOLUMES
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.
a-Lithiated phosphonates added to a&unsaturated t-butyl esters in 1,Gmanner giving anti-3,4-disubstituted-4-phosphorylbutanoates in high yields. /~~%~ylam%omethyl)phosphonates were prepared from dialkyl phosphite, dibenzylamine, and formaldehyde: See; R. Tyka, Tetrahedron Lett., 1970, 677.