1.
J Antibiot (Tokyo)
; 36(2): 197-9, 1983 Feb.
Artigo
em Inglês
| MEDLINE
| ID: mdl-6187721
2.
J Am Chem Soc
; 125(28): 8561-5, 2003 Jul 16.
Artigo
em Inglês
| MEDLINE
| ID: mdl-12848564
RESUMO
A 27 step total synthesis of the tuberculostatic macrocyclic peptide antibiotic capreomycin IB has been accomplished. The synthesis features the use of an enolate-aldimine condensation between a chiral glycine aluminum enolate and the benzyl imine of 3-tert-butyldimethylsiloxy-propanal as a means of preparing the cyclic guanidine amino acid (2S,3R)-capreomycidine. Additionally, a Hofmann rearrangement was exacted on a late-stage pentapeptide in order to transform an asparagine residue into a diaminopropanoic acid residue.