Tetrahedron letters

Mild and efficient deprotection of the amine protecting p-methoxyphenyl (PMP) group

JMM Verkade, LJC van Hemert, PJLM Quaedflieg…

Index: Verkade, Jorge M.M.; van Hemert, Lieke J.C.; Quaedflieg, Peter J.L.M.; Alsters, Paul L.; van Delft, Floris L.; Rutjes, Floris P.J.T. Tetrahedron Letters, 2006 , vol. 47, # 46 p. 8109 - 8113

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Citation Number: 86

Abstract

Mild and efficient procedures for deprotection of the amine nitrogen protecting p- methoxyphenyl (PMP) group are described. Periodic acid and trichloroisocyanuric acid (TCCA) were found to be particularly effective in realizing amine liberation using 1 and 0.5 equiv of the oxidant, respectively. Extension of the periodic acid-mediated conditions to simultaneous alcohol oxidation by combination with a catalytic amount of sodium ...