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doi:10.22028/D291-41569 | Title: | Total Synthesis of Salviachinensine A Using a Matteson Homologation Approach |
| Author(s): | Kempf, Merlin Andler, Oliver Kazmaier, Uli |
| Language: | English |
| Title: | Helvetica Chimica Acta |
| Volume: | 106 |
| Issue: | 10 |
| Publisher/Platform: | Wiley |
| Year of Publication: | 2023 |
| Free key words: | boron boronic esters Chinese medicine Matteson homologation natural products Friedel–Crafts alkylation |
| DDC notations: | 500 Science |
| Publikation type: | Journal Article |
| Abstract: | Salviachinensine A, a natural product obtained from the Chinese medicinal plant Salvia chinensis, was synthesized for the first time by employing Donald Matteson's boronic ester homologation. The use of (R,R)-dicyclohexylethane-1,2-diol (DICHED) enabled the generation of the required stereogenic centers in a highly stereoselective fashion. Salviachinensine A was formed in a one-pot protecting group cleavage/lactonization/ intramolecular Friedel–Crafts alkylation, followed by Lewis acid-catalysed cleavage of the acetal protecting groups. |
| DOI of the first publication: | 10.1002/hlca.202300136 |
| URL of the first publication: | https://onlinelibrary.wiley.com/doi/full/10.1002/hlca.202300136 |
| Link to this record: | urn:nbn:de:bsz:291--ds-415697 hdl:20.500.11880/37258 http://dx.doi.org/10.22028/D291-41569 |
| ISSN: | 1522-2675 0018-019X |
| Date of registration: | 6-Feb-2024 |
| Description of the related object: | Supporting Information |
| Related object: | https://onlinelibrary.wiley.com/action/downloadSupplement?doi=10.1002%2Fhlca.202300136&file=hlca202300136-sup-0001-misc_information.pdf |
| Faculty: | NT - Naturwissenschaftlich- Technische Fakultät |
| Department: | NT - Chemie |
| Professorship: | NT - Prof. Dr. Uli Kazmaier |
| Collections: | SciDok - Der Wissenschaftsserver der Universität des Saarlandes |
Files for this record:
| File | Description | Size | Format | |
|---|---|---|---|---|
| Helvetica Chimica Acta - 2023 - Kempf - Total Synthesis of Salviachinensine A Using a Matteson Homologation Approach.pdf | 7,37 MB | Adobe PDF | View/Open |
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