Stereoselective synthesis of conjugated polyenes based on tethered olefin metathesis and carbonyl olefination
- The combination of a highly stereoselective tethered olefin metathesis reaction and a Julia-Kocienski olefination is presented as a strategy for the synthesis of conjugated polyenes with at least one Z-configured C=C bond. The strategy is exemplified by the synthesis of the marine natural product (+)-bretonin B.
Author details: | Kajsa LoodGND, Bernd SchmidtORCiDGND |
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DOI: | https://doi.org/10.1021/acs.joc.0c00446 |
ISSN: | 0022-3263 |
ISSN: | 1520-6904 |
Pubmed ID: | https://pubmed.ncbi.nlm.nih.gov/32162517 |
Title of parent work (English): | The journal of organic chemistry |
Subtitle (English): | application to the total synthesis of (+)-bretonin B |
Publisher: | American Chemical Society |
Place of publishing: | Washington |
Publication type: | Article |
Language: | English |
Date of first publication: | 2020/03/12 |
Publication year: | 2020 |
Release date: | 2022/11/30 |
Tag: | absolute-configuration; alcohols; aldehydes; catalysts; derivatives; ethers; formal synthesis; natural-products; oxidation; sponge |
Volume: | 85 |
Issue: | 7 |
Number of pages: | 9 |
First page: | 5122 |
Last Page: | 5130 |
Funding institution: | Deutsche Forschungsgemeinschaft (DFG)German Research Foundation (DFG); [Schm1095/6-2] |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
DDC classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
6 Technik, Medizin, angewandte Wissenschaften / 61 Medizin und Gesundheit / 610 Medizin und Gesundheit | |
Peer review: | Referiert |