Gold-Catalyzed Cyclization/Hydroboration of 1,6-Enynes : Synthesis of Bicyclo[3.1.0]hexane Boranes
The gold-catalyzed cyclization/hydroboration of 1,6-enynes offers facile, versatile, and atom-economical one-step access to bicyclo[3.1.0]hexane boranes. This new protocol proceeds in moderate to good yields under mild conditions. Different from bicyclo[3.1.0]hexane borates, these products are stable in air and during chromatography. Moreover, the borane moiety of the products can readily undergo a diverse array of transformations. The kinetic isotope effect experiment indicates that the hydrogen-transfer step is a fast process, which is not involved in the rate-limiting step.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2022 |
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| Erschienen: |
2022 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:24 |
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| Enthalten in: |
Organic letters - 24(2022), 51 vom: 30. Dez., Seite 9425-9430 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Wang, Guanghui [VerfasserIn] |
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| Links: |
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| Themen: |
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| Anmerkungen: |
Date Completed 30.12.2022 Date Revised 03.01.2023 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1021/acs.orglett.2c03812 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM350366373 |
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| 500 | |a Date Completed 30.12.2022 | ||
| 500 | |a Date Revised 03.01.2023 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a The gold-catalyzed cyclization/hydroboration of 1,6-enynes offers facile, versatile, and atom-economical one-step access to bicyclo[3.1.0]hexane boranes. This new protocol proceeds in moderate to good yields under mild conditions. Different from bicyclo[3.1.0]hexane borates, these products are stable in air and during chromatography. Moreover, the borane moiety of the products can readily undergo a diverse array of transformations. The kinetic isotope effect experiment indicates that the hydrogen-transfer step is a fast process, which is not involved in the rate-limiting step | ||
| 650 | 4 | |a Journal Article | |
| 700 | 1 | |a Wang, Yongqiang |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Zengzeng |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Haotian |e verfasserin |4 aut | |
| 700 | 1 | |a Yu, Mingwu |e verfasserin |4 aut | |
| 700 | 1 | |a Pang, Maofu |e verfasserin |4 aut | |
| 700 | 1 | |a Zhao, Ximei |e verfasserin |4 aut | |
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