A Modular Synthetic Approach toward Exhaustively Stereodiversified Ligand Libraries

Autor: Gierasch, T. M., Chytil, M., Didiuk, M. T., Park, J. Y., Urban, J. J., Nolan, S. P., Verdine, G. L.
Zdroj: Organic Letters; December 2000, Vol. 2 Issue: 25 p3999-4002, 4p
Abstrakt: This report describes a modular approach to the synthesis of stereodiversified natural product-like libraries. Monomers 2 and 3 were coupled in parallel by silyl-tethered olefin metathesis to generate all 16 stereoisomers of cis-enediols 1. All 16 stereoisomers were incorporated into chimerae having flanking peptidic segments. These chimerae exhibited a broad range of hydrophobicities, raising the possibility that stereochemical variation might be used to tune the pharmacologic properties of small molecules.
Databáze: Supplemental Index