Synthesis of α-phosphorylated α,β-unsaturated imines and their selective reduction to vinylogous and saturated α-aminophosphonates
- Autoría:
- Francisco Palacios, Javier Vicario, Agnieszka Maliszewska, Domitila Aparicio
- Año:
- 2007
- Revista:
- The Journal of Organic Chemistry
- Volumen:
- 72
- Página de inicio - Página de fin:
- 2682 - 2685
- Descripción:
-
An efficient synthesis of α,β-unsaturated imines derived from α-aminophosphonates is achieved through aza-Wittig reaction of P-trimethyl phosphazenes with β,γ-unsaturated α-ketophosphonates. Selective 1,2-reduction of such 1-azadienes affords β,γ-unsaturated α-aminophosphonates, phosphorylated analogs of vinylglycines, which are hydrogenated to yield saturated α-aminophosphonate derivatives.