title: A new selective cleavage of n,n-dicarbamoyl-protected amines using lithium bromide.
abstract: A mild and new procedure for the selective cleavage of an alkoxycarbonyl group (Boc, CBz) in N,N-dicarbamoyl-protected amino compounds is described. The method is based on the use of lithium bromide in acetonitrile and is compatible with a large range of other functionalities present in the substrates. Compared with other reported methodologies, the procedure is particularly useful for the Cbz-selective cleavage in N,N-Ts,Cbz-diprotected amines. A rationalization of the selectivity supported by ab initio calculations is also presented.
authors.affiliation: Instituto Universitario de Bio-Orgánica, Universidad de La Laguna, C/Astrofísico Francisco Sánchez, 2, 38206 La Laguna, Tenerife, Spain.
authors.forename: J Nicolás
authors.initials: JN
authors.lastname: Hernández
authors.forename: Miguel A
authors.initials: MA
authors.lastname: Ramírez
authors.forename: Víctor S
authors.initials: VS
authors.lastname: Martín