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

Full Text: HTML

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 ...

Related Articles:

Straightforward access to cyclic amines by dinitriles reduction

[Laval, Stephane; Dayoub, Wissam; Pehlivan, Leyla; Metay, Estelle; Favre-Reguillon, Alain; Delbrayelle, Dominique; Mignani, Gerard; Lemaire, Marc Tetrahedron, 2014 , vol. 70, # 4 p. 975 - 983]

Hydrosiloxane–Ti (OiPr) 4: an efficient system for the reduction of primary amides into primary amines as their hydrochloride salts

[Laval, Stephane; Dayoub, Wissam; Pehlivan, Leyla; Metay, Estelle; Favre-Reguillon, Alain; Delbrayelle, Dominique; Mignani, Gerard; Lemaire, Marc Tetrahedron Letters, 2011 , vol. 52, # 32 p. 4072 - 4075]

A catalytic version of hypervalent aryl-λ 3-iodane-induced Hofmann rearrangement of primary carboxamides: iodobenzene as an organocatalyst and m- …

[Miyamoto, Kazunori; Sakai, Yuuta; Goda, Shunsuke; Ochiai, Masahito Chemical Communications, 2012 , vol. 48, # 7 p. 982 - 984]

A facile deprotection of secondary acetamides

[Koenig, Stefan G.; Vandenbossche, Charles P.; Zhao, Hang; Mousaw, Patrick; Singh, Surendra P.; Bakale, Roger P. Organic Letters, 2009 , vol. 11, # 2 p. 433 - 436]

Conversion of Alcohols into Primary Amines, a New Mitsunobu Version of Gabriel??type Synthesis

[Slusarska, Elzbieta; Zwierzak, Andrzej Liebigs Annalen der Chemie, 1986 , # 2 p. 402 - 405]

More Articles...