Synthesis of the Chlorofusin Cyclic Peptide:  Assignment of the Asparagine Stereochemistry

Autor: Desai, P., Pfeiffer, S. S., Boger, D. L.
Zdroj: Organic Letters; December 2003, Vol. 5 Issue: 26 p5047-5050, 4p
Abstrakt: An efficient synthesis of two diastereomers of the chlorofusin cyclic peptide bearing either the l-Asn3/d-Asn-4 or d-Asn3/l-Asn4 stereochemistry is detailed. Four key subunits were prepared, sequentially coupled, and cyclized to provide the two diastereomeric macrocycles. The absolute stereochemistry at the asparagine residues 3 and 4 was assigned as l and d, respectively, by correlating the NMR data of the two diastereomers with that reported for the natural product.
Databáze: Supplemental Index