Desymmetrization of 7-azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffolds
Background<p>Tandem olefin metathesis sequences are known to be versatile for the generation of natural product scaffolds and have also been used for ring opening of strained carbo- and heterocycles. In this paper we demonstrate the potential of these reactions for the desymmetrization of 7-az...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
| Published: |
Beilstein-Institut
2007-12-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Online Access: | https://doi.org/10.1186/1860-5397-3-48 |
| _version_ | 1829493314101968896 |
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| author | Wolfgang Maison Marina Büchert Nina Deppermann |
| author_facet | Wolfgang Maison Marina Büchert Nina Deppermann |
| author_sort | Wolfgang Maison |
| collection | DOAJ |
| description | Background<p>Tandem olefin metathesis sequences are known to be versatile for the generation of natural product scaffolds and have also been used for ring opening of strained carbo- and heterocycles. In this paper we demonstrate the potential of these reactions for the desymmetrization of 7-azabicycloalkenes.</p><p>Results</p><p>We have established efficient protocols for the desymmetrization of different 7-azabicycloalkenes by intra- and intermolecular tandem metathesis sequences with ruthenium based catalysts.</p><p>Conclusion</p><p>Desymmetrization of 7-azabicycloalkenes by olefin metathesis is an efficient process for the preparation of common natural product scaffolds such as pyrrolidines, indolizidines and isoindoles.</p> |
| first_indexed | 2024-12-16T06:32:24Z |
| format | Article |
| id | doaj.art-d25b0da43e174c9282d0ff36545ee32e |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-16T06:32:24Z |
| publishDate | 2007-12-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-d25b0da43e174c9282d0ff36545ee32e2022-12-21T22:40:52ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972007-12-01314810.1186/1860-5397-3-481860-5397-3-48Desymmetrization of 7-azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffoldsWolfgang Maison0Marina Büchert1Nina Deppermann2Institut für Organische Chemie, Heinrich-Buff-Ring 58, Justus-Liebig-Universität Gießen, 35392 Gießen, GermanyInstitut für Organische Chemie, Heinrich-Buff-Ring 58, Justus-Liebig-Universität Gießen, 35392 Gießen, GermanyInstitut für Organische Chemie, Heinrich-Buff-Ring 58, Justus-Liebig-Universität Gießen, 35392 Gießen, GermanyBackground<p>Tandem olefin metathesis sequences are known to be versatile for the generation of natural product scaffolds and have also been used for ring opening of strained carbo- and heterocycles. In this paper we demonstrate the potential of these reactions for the desymmetrization of 7-azabicycloalkenes.</p><p>Results</p><p>We have established efficient protocols for the desymmetrization of different 7-azabicycloalkenes by intra- and intermolecular tandem metathesis sequences with ruthenium based catalysts.</p><p>Conclusion</p><p>Desymmetrization of 7-azabicycloalkenes by olefin metathesis is an efficient process for the preparation of common natural product scaffolds such as pyrrolidines, indolizidines and isoindoles.</p>https://doi.org/10.1186/1860-5397-3-48 |
| spellingShingle | Wolfgang Maison Marina Büchert Nina Deppermann Desymmetrization of 7-azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffolds Beilstein Journal of Organic Chemistry |
| title | Desymmetrization of 7-azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffolds |
| title_full | Desymmetrization of 7-azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffolds |
| title_fullStr | Desymmetrization of 7-azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffolds |
| title_full_unstemmed | Desymmetrization of 7-azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffolds |
| title_short | Desymmetrization of 7-azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffolds |
| title_sort | desymmetrization of 7 azabicycloalkenes by tandem olefin metathesis for the preparation of natural product scaffolds |
| url | https://doi.org/10.1186/1860-5397-3-48 |
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