| Ultrasound-promoted synthesis of novel dispirocyclic frameworks from aza-Claisen rearrangements of Baylis-Hillman amines. | |
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MedLine Citation:
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PMID: 18848799 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A novel tetracyclic frameworks of dispiropyrrolizidines can be obtained in moderate to good yields via the 1,3-dipolar cycloaddition of azomethine ylides with dipolarophiles derived from aza-Claisen rearrangement of Baylis-Hillman amines. The transformations are highly regioselective and stereoselective, affording the desired compounds in reduced time and increased yields under ultrasound irradiation at room temperature. All the products are confirmed by 1H, 13C NMR, IR and MS spectra, while their molecular structures are elucidated by X-ray crystallography of a selected sample. |
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Authors:
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Shao-Qin Ge; Yun-Yu Hua; Min Xia |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2008-09-11 |
Journal Detail:
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Title: Ultrasonics sonochemistry Volume: 16 ISSN: 1350-4177 ISO Abbreviation: Ultrason Sonochem Publication Date: 2009 Feb |
Date Detail:
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Created Date: 2008-10-30 Completed Date: 2009-02-19 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9433356 Medline TA: Ultrason Sonochem Country: Netherlands |
Other Details:
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Languages: eng Pagination: 232-6 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Zhejiang Sci-Tech University, Hangzhou 310018, P.R. China. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Amines
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chemistry*,
radiation effects* Aza Compounds / chemistry*, radiation effects* Cyclization Indicators and Reagents Isatin / chemistry Models, Molecular Proline / chemistry Pyrrolizidine Alkaloids / chemical synthesis*, radiation effects Spiro Compounds / chemical synthesis*, radiation effects Ultrasonics* X-Ray Diffraction |
| Chemical | |
Reg. No./Substance:
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0/Amines; 0/Aza Compounds; 0/Indicators and Reagents; 0/Pyrrolizidine Alkaloids; 0/Spiro Compounds; 147-85-3/Proline; 91-56-5/Isatin |
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