2005 Deprotection O 0345 Mild and Selective Deprotection of Carbamates with Bu4NF. — The cleavage of aliphatic, allylic, benzylic, and phenyl carbamates, protecting different kinds 06- 068 various of nitrogen, by Bu4NF in THF is studied. Phenyl carbamates are very easily cleaved except for secondary aromatic amines. For tryptamine derivatives (IX) and (XI) bearing two protected nitrogen atoms, selective cleavage is observed. The presence of an aliphatic or vinylic methyl ester function seems to inhibit the carbamate cleavage and hydrolysis to the corresponding acids occurs. — (JACQUEMARD, U.; BENETEAU, V.; LEFOIX, M.; ROUTIER, S.; MEROUR, J.-Y.; COUDERT*, G.; Tetrahedron 60 (2004) 44, 10039-10047; Inst. Chim. Org. Anal., CNRS, Fac. Sci., Univ. Orleans, F-45067 Orleans, Fr.; Eng.) — Klein 2005
1/--страниц