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doi:10.22028/D291-43347 | Title: | Isomerization-Free Matteson Homologations of Substituted Allylboronic Esters |
| Author(s): | Kinsinger, Thorsten Priester, Ronja Kazmaier, Uli |
| Language: | English |
| Title: | Organic Letters |
| Volume: | 25 |
| Issue: | 31 |
| Pages: | 5902-5906 |
| Publisher/Platform: | ACS |
| Year of Publication: | 2023 |
| Free key words: | Alkyls Allyl Group Isomerization Organic Compounds Substitution Reactions |
| DDC notations: | 500 Science |
| Publikation type: | Journal Article |
| Abstract: | Substituted allyl derivatives with an internal double bond can be homologated under standard conditions via a 1,2-shift, whereas allylboronic esters with terminal double bonds can also be homologated via a SN′ reaction. This allyl isomerization is catalyzed by ZnCl2 and can be suppressed by omitting ZnCl2 during the formation of α-chloroboronic ester. However, in the second step with Grignard reagents, ZnCl2 was added to suppress side reactions of the product formed. |
| DOI of the first publication: | 10.1021/acs.orglett.3c02199 |
| URL of the first publication: | https://pubs.acs.org/doi/10.1021/acs.orglett.3c02199 |
| Link to this record: | urn:nbn:de:bsz:291--ds-433474 hdl:20.500.11880/38875 http://dx.doi.org/10.22028/D291-43347 |
| ISSN: | 1523-7052 1523-7060 |
| Date of registration: | 5-Nov-2024 |
| Description of the related object: | Supporting Information |
| Related object: | https://ndownloader.figstatic.com/files/41801868 |
| 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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