Oxyenamides as versatile building blocks for a highly stereoselective one-pot synthesis of the 1,3-diamino-2-ol-scaffold containing three continuous stereocenters
- A highly diastereoselective one-pot synthesis of the 1,3-diamino-2-alcohol unit bearing three continuous stereocenters is described. This method utilizes 2-oxyenamides as a novel type of building block for the rapid assembly of the 1,3-diamine scaffold containing an additional stereogenic oxygen functionality at the C2 position. A stereoselective preparation of the required (Z)-oxyenamides is reported as well.
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| Author: | Sara-Cathrin Krieg, Jennifer Grimmer, Philipp Kramer, Michael BolteORCiD, Harald Kelm, Georg ManolikakesORCiDGND |
|---|---|
| URN: | urn:nbn:de:hebis:30:3-644925 |
| DOI: | https://doi.org/10.1002/anie.202109752 |
| ISSN: | 1521-3773 |
| Parent Title (German): | Angewandte Chemie |
| Publisher: | Wiley-VCH |
| Place of publication: | Weinheim |
| Document Type: | Article |
| Language: | English |
| Date of Publication (online): | 2021/08/31 |
| Date of first Publication: | 2021/08/31 |
| Publishing Institution: | Universitätsbibliothek Johann Christian Senckenberg |
| Release Date: | 2022/04/05 |
| Tag: | 1,3-diamine; Lewis acid; enamides; one-pot reaction; stereoselective synthesis |
| Volume: | 60 |
| Issue: | 44 |
| Page Number: | 5 |
| First Page: | 23667 |
| Last Page: | 23671 |
| Note: | Financial support by the DFG (MA 6093/10-1) and the research unit NanoKat at the TU Kaiserslautern is gratefully acknowledged. P. Kramer thanks the Polytechnische Gesell- schaft Frankfurt am Main (Germany) for a MainCampus PhD scholarship. Open Access funding enabled and organized by Projekt DEAL. |
| HeBIS-PPN: | 493371141 |
| Institutes: | Biochemie, Chemie und Pharmazie |
| Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
| Sammlungen: | Universitätspublikationen |
| Licence (German): |  Creative Commons - Namensnennung 4.0 |
