Catalytic asymmetric Diels-Alder reactions involving aryl vinyl ketones
A catalytic asymmetric Diels-Alder reaction of an aryl vinyl ketone with 1,3-dienylcarbamate has been developed. Cyclohexenes bearing vicinal amino and aroyl groups in a cis-configuration were prepared in excellent ee (>99%) and endo (single diastereomer) selectivity. The absolute configuration of one DA product was unambiguously confirmed using XRD analysis. The transition state structure was proposed on the basis of DFT calculations.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2014 |
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| Erschienen: |
2014 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:50 |
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| Enthalten in: |
Chemical communications (Cambridge, England) - 50(2014), 91 vom: 25. Nov., Seite 14113-6 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Kong, Liman [VerfasserIn] |
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| Links: |
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| Themen: |
Cyclohexenes |
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| Anmerkungen: |
Date Completed 23.06.2015 Date Revised 21.10.2014 published: Print Citation Status MEDLINE |
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| doi: |
10.1039/c4cc06837h |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM242371698 |
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| 520 | |a A catalytic asymmetric Diels-Alder reaction of an aryl vinyl ketone with 1,3-dienylcarbamate has been developed. Cyclohexenes bearing vicinal amino and aroyl groups in a cis-configuration were prepared in excellent ee (>99%) and endo (single diastereomer) selectivity. The absolute configuration of one DA product was unambiguously confirmed using XRD analysis. The transition state structure was proposed on the basis of DFT calculations | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Cyclohexenes |2 NLM | |
| 650 | 7 | |a Ketones |2 NLM | |
| 650 | 7 | |a Phosphoric Acids |2 NLM | |
| 650 | 7 | |a phosphoric acid |2 NLM | |
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| 700 | 1 | |a Han, Xiaoyu |e verfasserin |4 aut | |
| 700 | 1 | |a Jiao, Peng |e verfasserin |4 aut | |
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