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doi:10.22028/D291-43432 | Title: | C-H Functionalization of Peptides via Cyclic Aminal Intermediates |
| Author(s): | Kohr, Michael Kazmaier, Uli |
| Language: | English |
| Title: | Organic Letters |
| Volume: | 23 |
| Issue: | 15 |
| Pages: | 5947-5951 |
| Publisher/Platform: | ACS |
| Year of Publication: | 2021 |
| Free key words: | Aldehydes Crystal Cleavage Functionalization Monomers Peptides And Proteins |
| DDC notations: | 500 Science |
| Publikation type: | Journal Article |
| Abstract: | Protected dipeptides can be converted into cyclic ketoaminals, which can be subjected to palladium-catalyzed regioselective C−H functionalization. The best results are obtained using the 2-(methylthio)aniline (MTA) directing group, which is superior to the commonly used 8-aminoquinoline (AQ) group. No epimerization of stereogenic centers is observed. Subsequent cleavage of the directing and protecting groups allows the incorporation of a modified dipeptide into larger peptide chains. |
| DOI of the first publication: | 10.1021/acs.orglett.1c02041 |
| URL of the first publication: | https://pubs.acs.org/doi/10.1021/acs.orglett.1c02041 |
| Link to this record: | urn:nbn:de:bsz:291--ds-434323 hdl:20.500.11880/38940 http://dx.doi.org/10.22028/D291-43432 |
| ISSN: | 1523-7052 1523-7060 |
| Date of registration: | 13-Nov-2024 |
| Description of the related object: | Supporting Information |
| Related object: | https://pubs.acs.org/doi/suppl/10.1021/acs.orglett.1c02041/suppl_file/ol1c02041_si_001.pdf |
| Faculty: | NT - Naturwissenschaftlich- Technische Fakultät |
| Department: | NT - Chemie |
| Professorship: | NT - Prof. Dr. Uli Kazmaier |
| Collections: | SciDok - Der Wissenschaftsserver der Universität des Saarlandes |
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