Catalytic Asymmetric Synthesis of Isoxazolines from Silyl Nitronates
1,3-Dipolar cycloadditions of triisopropylsilyl nitronates and 2-alkylacroleins produced isoxazolines bearing a chiral quaternary center in high yields and enantioselectivities with the aid of a chiral oxazaborolidine catalyst. One chiral isoxazoline product was converted to (R)-(+)-Tanikolide in 9 steps in a total yield of 43%.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2015 |
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| Erschienen: |
2015 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:17 |
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| Enthalten in: |
Organic letters - 17(2015), 13 vom: 02. Juli, Seite 3194-7 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Han, Xiaoyu [VerfasserIn] |
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| Links: |
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| Themen: |
Isoxazoles |
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| Anmerkungen: |
Date Completed 10.11.2015 Date Revised 03.07.2015 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1021/acs.orglett.5b00826 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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NLM250042177 |
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| 520 | |a 1,3-Dipolar cycloadditions of triisopropylsilyl nitronates and 2-alkylacroleins produced isoxazolines bearing a chiral quaternary center in high yields and enantioselectivities with the aid of a chiral oxazaborolidine catalyst. One chiral isoxazoline product was converted to (R)-(+)-Tanikolide in 9 steps in a total yield of 43% | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Isoxazoles |2 NLM | |
| 650 | 7 | |a Lactones |2 NLM | |
| 650 | 7 | |a Nitro Compounds |2 NLM | |
| 650 | 7 | |a Organosilicon Compounds |2 NLM | |
| 650 | 7 | |a tanikolide |2 NLM | |
| 700 | 1 | |a Dong, Li |e verfasserin |4 aut | |
| 700 | 1 | |a Geng, Caiwei |e verfasserin |4 aut | |
| 700 | 1 | |a Jiao, Peng |e verfasserin |4 aut | |
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