Iridium-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones : enantioselective total synthesis of (-)-mesembrine
A highly efficient asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones catalyzed by chiral spiro iridium complexes for the preparation of chiral 2-substituted allylic alcohols has been developed (ee up to 99.7%). This method provides a concise route to (-)-mesembrine (34% yield, 12 steps).
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2012 |
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| Erschienen: |
2012 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:14 |
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| Enthalten in: |
Organic letters - 14(2012), 24 vom: 21. Dez., Seite 6158-61 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Zhang, Qian-Qian [VerfasserIn] |
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| Links: |
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| Themen: |
3W678R12M0 |
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| Anmerkungen: |
Date Completed 19.03.2013 Date Revised 19.11.2015 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1021/ol302842h |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM223166723 |
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| 100 | 1 | |a Zhang, Qian-Qian |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Iridium-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones |b enantioselective total synthesis of (-)-mesembrine |
| 264 | 1 | |c 2012 | |
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| 500 | |a Date Completed 19.03.2013 | ||
| 500 | |a Date Revised 19.11.2015 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a A highly efficient asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones catalyzed by chiral spiro iridium complexes for the preparation of chiral 2-substituted allylic alcohols has been developed (ee up to 99.7%). This method provides a concise route to (-)-mesembrine (34% yield, 12 steps) | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Indole Alkaloids |2 NLM | |
| 650 | 7 | |a Ketones |2 NLM | |
| 650 | 7 | |a Propanols |2 NLM | |
| 650 | 7 | |a allyl alcohol |2 NLM | |
| 650 | 7 | |a 3W678R12M0 |2 NLM | |
| 650 | 7 | |a Iridium |2 NLM | |
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| 650 | 7 | |a mesembrine |2 NLM | |
| 650 | 7 | |a 86E2ZU4ETY |2 NLM | |
| 700 | 1 | |a Xie, Jian-Hua |e verfasserin |4 aut | |
| 700 | 1 | |a Yang, Xiao-Hui |e verfasserin |4 aut | |
| 700 | 1 | |a Xie, Jian-Bo |e verfasserin |4 aut | |
| 700 | 1 | |a Zhou, Qi-Lin |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Organic letters |d 1999 |g 14(2012), 24 vom: 21. Dez., Seite 6158-61 |w (DE-627)NLM106817639 |x 1523-7052 |7 nnns |
| 773 | 1 | 8 | |g volume:14 |g year:2012 |g number:24 |g day:21 |g month:12 |g pages:6158-61 |
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