α-Methylene β-amino phosphonic ester derivatives by amination of (1-trimethylsilanylmethyl-vinyl) phosphonic esters

(1-Trimethylsilanylmethyl-vinyl)-phosphonic esters are synthesised via Wittig–Horner reactions starting from methylenediphosphonic esters. The reactions of (1-trimethylsilanylmethyl-vinyl)-phosphonic esters with NsONHCO 2Et and CaO, produce α-methylene N-(ethoxycarbonyl) β-amino phosphonic esters, i...

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Bibliographic Details
Published in:Tetrahedron 2001-05, Vol.57 (20), p.4423-4427
Main Authors: Loreto, M.Antonietta, Pompili, Clinio, Tardella, Paolo A
Format: Article
Language:English
Subjects:
amination
aziridines
phosphonic acids and derivatives
silicon and compounds
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Summary:(1-Trimethylsilanylmethyl-vinyl)-phosphonic esters are synthesised via Wittig–Horner reactions starting from methylenediphosphonic esters. The reactions of (1-trimethylsilanylmethyl-vinyl)-phosphonic esters with NsONHCO 2Et and CaO, produce α-methylene N-(ethoxycarbonyl) β-amino phosphonic esters, isolated up to 60% yield, through addition of (ethoxycarbonyl) amine function on the double bond and silyl group elimination. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(01)00311-8