Peptide-catalyzed 1,4-addition reactions of aldehydes to nitroolefins.
- Resource Type
- Academic Journal
- Authors
- Kastl R; ETH Zürich, Laboratorium für Organische Chemie, Wolfgang-Pauli-Str. 10, CH-8093 Zürich.; Arakawa Y; Duschmalé J; Wiesner M; Wennemers H
- Source
- Publisher: Swiss Chemical Society Country of Publication: Switzerland NLM ID: 0373152 Publication Model: Print Cited Medium: Print ISSN: 0009-4293 (Print) Linking ISSN: 00094293 NLM ISO Abbreviation: Chimia (Aarau) Subsets: MEDLINE
- Subject
- Language
- English
- ISSN
- 0009-4293
Conjugate addition reactions of aldehydes to nitroolefins provide synthetically useful gamma-nitroaldehydes. Here we summarize our research on peptide-catalyzed conjugate addition reactions of aldehydes to differently substituted nitroolefins. We show that peptides of the general type Pro-Pro-Xaa (Xaa = acidic amino acid) are not only highly active, robust and stereoselective catalysts but have also remarkable chemoselectivities.