Enantioselective synthesis of the R-enantiomer of the feeding deterrent (S)-ypaoamide
The enantioselective synthesis of the R-enantiomer of the marine natural product (S)-ypaoamide (5) is reported. The synthesis features both a flexible racemization-free approach to the 5-substituted 3-pyrrolin-2-one segment, and a lipase (CCL)-promoted deacetylation reaction to reach the orthogonal deprotection. Through this work the absolute configuration of the natural ypaoamide was determined as S.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2009 |
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| Erschienen: |
2009 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:74 |
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| Enthalten in: |
The Journal of organic chemistry - 74(2009), 19 vom: 02. Okt., Seite 7457-63 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Chen, Jie [VerfasserIn] |
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| Links: |
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| Themen: |
Biological Factors |
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| Anmerkungen: |
Date Completed 11.12.2009 Date Revised 25.09.2009 published: Print Citation Status MEDLINE |
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| doi: |
10.1021/jo901557h |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM191284335 |
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| 245 | 1 | 0 | |a Enantioselective synthesis of the R-enantiomer of the feeding deterrent (S)-ypaoamide |
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| 500 | |a published: Print | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a The enantioselective synthesis of the R-enantiomer of the marine natural product (S)-ypaoamide (5) is reported. The synthesis features both a flexible racemization-free approach to the 5-substituted 3-pyrrolin-2-one segment, and a lipase (CCL)-promoted deacetylation reaction to reach the orthogonal deprotection. Through this work the absolute configuration of the natural ypaoamide was determined as S | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Biological Factors |2 NLM | |
| 650 | 7 | |a Pyrrolidines |2 NLM | |
| 650 | 7 | |a ypaoamide |2 NLM | |
| 700 | 1 | |a Huang, Pei-Qiang |e verfasserin |4 aut | |
| 700 | 1 | |a Queneau, Yves |e verfasserin |4 aut | |
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