Selective cleavage of Cbz-protected amines.
Under conditions of catalytic Ni(0) and in most cases just over 1 equiv of Me(2)NH.BH(3)/K(2)CO(3) or Cs(2)CO(3), a Cbz-protected nitrogen, which is part of a heteroaromatic ring, can be chemospecifically cleaved without affecting a Cbz group on an originally basic amine. [reaction: see text]
Lipshutz
B H
BH
Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106, USA. lipshutz@chem.ucsb.edu
Pfeiffer
S S
SS
Reed
A B
AB