Synthesis of α-amino tetrahydropyranyl-, tetrahydrothiopyranyl-, 4- and 3-piperidinyl-phosphonic acids via phosphite addition to iminium ions
作者:Nicolas Rabasso、Nicolas Louaisil、Antoine Fadel
DOI:10.1016/j.tet.2006.05.016
日期:2006.7
α-Amino cyclobutyl-, cyclopentyl-, cyclohexyl- and 4- and 3-heterocyclohexyl-phosphonates were efficiently prepared from carbocyclic and heterocyclicketones, by nucleophilic addition of phosphite to the iminium ion formed by in situ condensation of these ketones with benzylic amines. Cleavage of the benzyl groups and acidic hydrolysis of the resulting α-amino heterocyclohexyl-phosphonates gave, in