Synthesis of an Influenza Neuraminidase Inhibitor Intermediate via a Highly Diastereoselective Coupling Reaction

Autor: Barnes, D. M., McLaughlin, M. A., Oie, T., Rasmussen, M. W., Stewart, K. D., Wittenberger, S. J.
Zdroj: Organic Letters; May 2002, Vol. 4 Issue: 9 p1427-1430, 4p
Abstrakt: A highly diastereoselective coupling reaction between TBSOP (3) and trityl sulfenimine 4 was developed which provided influenza neuraminidase inhibitor intermediate 7 in 80% yield and >99% de after crystallization. The reaction was shown to be reversible with the high diastereoselectivity resulting from a favorable H-bonding interaction in the major diastereomer.
Databáze: Supplemental Index