Diastereoselective Synthesis of 1,3-Diyne-Tethered Trifluoromethylcyclopropanes through a Sulfur Ylide Mediated Cyclopropanation/DBU-Mediated Epimerization Sequence
A one-pot synthesis of 1,3-diyne-tethered trifluoromethylcyclopropanes starting from 2-CF3-3,5-diyne-1-enes and sulfur ylides via a sulfur ylide mediated cyclopropanation and a DBU-mediated epimerization sequence is described in this work. This process is highly diastereoselective with broad substrate scope. Moreover, a series of synthetic transformations based on the diyne moieties were conducted smoothly, affording cyclopropanes featuring trifluoromethyl-substituted all-carbon quaternary centers.
Medienart: |
E-Artikel |
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Erscheinungsjahr: |
2020 |
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Erschienen: |
2020 |
Enthalten in: |
Zur Gesamtaufnahme - volume:85 |
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Enthalten in: |
The Journal of organic chemistry - 85(2020), 10 vom: 15. Mai, Seite 6252-6260 |
Sprache: |
Englisch |
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Beteiligte Personen: |
Chen, Guo-Shu [VerfasserIn] |
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Anmerkungen: |
Date Completed 25.01.2021 Date Revised 25.01.2021 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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doi: |
10.1021/acs.joc.0c00162 |
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funding: |
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Förderinstitution / Projekttitel: |
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PPN (Katalog-ID): |
NLM30883450X |
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520 | |a A one-pot synthesis of 1,3-diyne-tethered trifluoromethylcyclopropanes starting from 2-CF3-3,5-diyne-1-enes and sulfur ylides via a sulfur ylide mediated cyclopropanation and a DBU-mediated epimerization sequence is described in this work. This process is highly diastereoselective with broad substrate scope. Moreover, a series of synthetic transformations based on the diyne moieties were conducted smoothly, affording cyclopropanes featuring trifluoromethyl-substituted all-carbon quaternary centers | ||
650 | 4 | |a Journal Article | |
650 | 4 | |a Research Support, Non-U.S. Gov't | |
700 | 1 | |a Yan, Xiao-Xue |e verfasserin |4 aut | |
700 | 1 | |a Chen, Shu-Jie |e verfasserin |4 aut | |
700 | 1 | |a Mao, Xiang-Yu |e verfasserin |4 aut | |
700 | 1 | |a Li, Zhao-Dong |e verfasserin |4 aut | |
700 | 1 | |a Liu, Yun-Lin |e verfasserin |4 aut | |
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