Asymmetric azidation-cycloaddition with open-chain peptide-based catalysts. A sequential enantioselective route to triazoles.
J Am Chem Soc
; 124(10): 2134-6, 2002 Mar 13.
Article
em En
| MEDLINE
| ID: mdl-11878965
ABSTRACT
A family of beta-substituted histidine-containing peptides has been synthesized to probe the effect of noncovalent conformational rigidification on catalyst enantioselectivity. Unambiguous enhancement of enantioselectivity in the conjugate addition of azide to alpha,beta-unsaturated carboxylate derivatives has been achieved, enabling application to a sequential asymmetric azidation/cycloaddition for the synthesis of optically enriched triazoles and triazolines.
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Base de dados:
MEDLINE
Assunto principal:
Peptídeos
/
Triazóis
Idioma:
En
Ano de publicação:
2002
Tipo de documento:
Article