Formal [3+2] Cycloaddition of Ketenes and Oxaziridines Catalyzed by Chiral Lewis Bases: Enantioselective Synthesis of Oxazolin‐4‐ones
Choose the right cat.: A highly enantioselective synthesis of oxazolin‐4‐ones by the formal [3+2] cycloaddition of ketenes and a racemic oxaziridines has been developed (see scheme; cat.=N‐heterocyclic carbenes for disubstituted ketenes or cinchona alkaloids for monosubstituted ketenes, Ts=4‐toluene...
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| Published in | Angewandte Chemie (International ed.) Vol. 49; no. 45; pp. 8412 - 8416 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
Weinheim
Wiley‐VCH Verlag
02.11.2010
WILEY-VCH Verlag WILEY‐VCH Verlag Wiley |
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| Abstract | Choose the right cat.: A highly enantioselective synthesis of oxazolin‐4‐ones by the formal [3+2] cycloaddition of ketenes and a racemic oxaziridines has been developed (see scheme; cat.=N‐heterocyclic carbenes for disubstituted ketenes or cinchona alkaloids for monosubstituted ketenes, Ts=4‐toluenesulfonyl). |
|---|---|
| AbstractList | Choose the right cat.: A highly enantioselective synthesis of oxazolin‐4‐ones by the formal [3+2] cycloaddition of ketenes and a racemic oxaziridines has been developed (see scheme; cat.=N‐heterocyclic carbenes for disubstituted ketenes or cinchona alkaloids for monosubstituted ketenes, Ts=4‐toluenesulfonyl). |
| Author | Ye, Song Chen, Xiang‐Yu Shao, Pan‐Lin |
| Author_xml | – sequence: 1 fullname: Shao, Pan‐Lin – sequence: 2 fullname: Chen, Xiang‐Yu – sequence: 3 fullname: Ye, Song |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/20878821$$D View this record in MEDLINE/PubMed |
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| Keywords | OXIDATION INTERMOLECULAR STETTER REACTIONS ASYMMETRIC-SYNTHESIS ACID oxazolidin-4-ones HYDROXYLATION ALDEHYDES asymmetric catalysis EPOXIDATION cycloaddition oxaziridines ketenes BETA-LACTONES CHEMISTRY DERIVATIVES |
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| Notes | http://dx.doi.org/10.1002/anie.201003532 Chinese Academy of Sciences istex:22A966F29CCCC6F69D198D0BD38D25594373FA84 ark:/67375/WNG-H2DP6C42-9 Financial support from the National Natural Science Foundation of China (nos. 20872143, 20932008), the Ministry of Science and Technology of China (no. 2009ZX-5909501-018), and the Chinese Academy of Sciences is gratefully acknowledged. National Natural Science Foundation of China - No. 20872143; No. 20932008 Ministry of Science and Technology of China - No. 2009ZX-5909501-018 ArticleID:ANIE201003532 Financial support from the National Natural Science Foundation of China (nos. 20872143, 20932008), the Ministry of Science and Technology of China (no. 2009ZX‐5909501‐018), and the Chinese Academy of Sciences is gratefully acknowledged. ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
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| Snippet | Choose the right cat.: A highly enantioselective synthesis of oxazolin‐4‐ones by the formal [3+2] cycloaddition of ketenes and a racemic oxaziridines has been... |
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| SubjectTerms | asymmetric catalysis Chemistry Chemistry, Multidisciplinary cycloaddition ketenes oxaziridines oxazolidin-4-ones Physical Sciences Science & Technology |
| Title | Formal [3+2] Cycloaddition of Ketenes and Oxaziridines Catalyzed by Chiral Lewis Bases: Enantioselective Synthesis of Oxazolin‐4‐ones |
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