Incorporation of Peptide Isosteres into Enantioselective Peptide-Based Catalysts as Mechanistic Probes

✍ Scribed by Melissa M. Vasbinder; Elizabeth R. Jarvo; Scott J. Miller

• Publisher: John Wiley and Sons
• Year: 2001
• Tongue: English
• Weight: 130 KB
• Volume: 40
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/1521-3773(20010803)40:15<2824::aid-anie2824>3.0.co;2-j

✦ Synopsis

Olefinic analogues of effective peptide-based catalysts for the kinetic resolution of functionalized racemic secondary alcohols have been synthesized. The isosteric replacement of the peptide amide bond in 1 with an (E)-alkene to form 2 has enabled the evaluation of the kinetic role of particular amides within these catalysts.