Mild and selective deprotection of carbamates with Bu₄NF

Ulrich Jacquemard, Valérie Bénéteau, Myriam Lefoix, Sylvain Routier, Jean-Yves Mérour and Gérard Coudert*

*Institut de Chimie Organique et Analytique, UMR CNRS 6005, Université d'Orléans, B.P. 6759, 45067 Orléans Cedex 2, France, Email: gerard.coudertuniv-orleans.fr

U. Jacquemard, V. Beneteau, M. Lefoix, S. Routier, J.-Y. Merour, G. Coudert, Tetrahedron, 2004, 60, 10039-10047.

DOI: 10.1016/j.tet.2004.07.071

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Abstract

A new mild method for the cleavage of carbamates to amines using TBAF in THF is reported. Selectivity and mechanism are discussed.

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Key Words

Carbamates, Deprotection, Bu₄NF, Protective groups

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ID: J72-Y2004-890