Stamm, Simon; Heimgartner, Heinz (2004). The "Azirine/Oxazolone Method" under solid-phase conditions. European Journal of Organic Chemistry, 2004(18):3820-3827.
Aib-containing peptides have been synthesized from the N- to the C-terminus by the ‘‘azirine/oxazolone method’’ under solid-phase conditions. In this new and convenient method for the synthesis of sterically demanding peptides on solid phase, 2H-azirine-3-amines are used to introduce aminoisobutyric acid, an α,α-disubstituted α-amino acid, into the peptide without the need for further reagents. Segments of naturally occurring peptaibols have been prepared by this method.
Aib-containing peptides have been synthesized from the N- to the C-terminus by the ‘‘azirine/oxazolone method’’ under solid-phase conditions. In this new and convenient method for the synthesis of sterically demanding peptides on solid phase, 2H-azirine-3-amines are used to introduce aminoisobutyric acid, an α,α-disubstituted α-amino acid, into the peptide without the need for further reagents. Segments of naturally occurring peptaibols have been prepared by this method.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Scopus Subject Areas: | Physical Sciences > Physical and Theoretical Chemistry
Physical Sciences > Organic Chemistry |
| Uncontrolled Keywords: | Physical and Theoretical Chemistry, Organic Chemistry |
| Language: | English |
| Date: | 2004 |
| Deposited On: | 13 Aug 2013 15:09 |
| Last Modified: | 30 Jul 2020 09:32 |
| Publisher: | Wiley-Blackwell |
| ISSN: | 1099-0690 |
| Funders: | Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel |
| OA Status: | Closed |
| Publisher DOI: | https://doi.org/10.1002/ejoc.200400330 |
| Project Information: |
|
Stamm, Simon