A concise β-lactam route to short peptide segments containing β, β-disubstituted β-amino acids
C Palomo, M Oiarbide, S Bindi
Index: Palomo, Claudio; Oiarbide, Mikel; Bindi, Simona Journal of Organic Chemistry, 1998 , vol. 63, # 8 p. 2469 - 2474
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Citation Number: 34
Abstract
An efficient epimerization-free route toward β, β-disubstituted β-amino acid-containing peptides is described. The methodology involves the use of 4, 4-disubstituted-N-Boc β- lactams as acylating agents, which upon coupling with amino acid esters, promoted by potassium cyanide, give rise to dipeptides with no appreciable racemization. By this procedure short peptide segments containing a four-, five-, or six-membered ring at the β- ...
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