Synthesis of β-aminovinylphosphonates by organocatalytic nucleophilic displacement of acetate with amines
The synthesis of diethyl β-aminovinylphosphonates 2 from acetoxy phosphonate 1 is described. The reaction entails an organocatalyzed substitution of the acetoxy group by primary or secondary amines. The use of a catalytic amount of DABCO is necessary if the amine is not nucleophilic enough, otherwise a strong nucleophilic amine can react without organocatalyst. The reaction led to a series of functionalized title compounds in good to excellent yields.
Garzon, Cécile,Attolini, Mireille,Maffei, Michel
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p. 3772 - 3774
(2010/08/20)
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