Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis
Efficient catalytic cross-metathesis reactions that afford Z-disubstituted allylic silyl or benzyl ethers are reported (see scheme, MAP=monoalkoxide pyrrolide). The approach, in combination with catalytic cross-coupling, provides a general entry to otherwise difficult-to-access alkyne-containing Z o...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | en_US |
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Wiley Blackwell
2014
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| Online Access: | http://hdl.handle.net/1721.1/84085 https://orcid.org/0000-0001-5827-3552 |
| _version_ | 1826213041232936960 |
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| author | Mann, Tyler J. Speed, Alexander W. H. Hoveyda, Amir H. Schrock, Richard Royce |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Mann, Tyler J. Speed, Alexander W. H. Hoveyda, Amir H. Schrock, Richard Royce |
| author_sort | Mann, Tyler J. |
| collection | MIT |
| description | Efficient catalytic cross-metathesis reactions that afford Z-disubstituted allylic silyl or benzyl ethers are reported (see scheme, MAP=monoalkoxide pyrrolide). The approach, in combination with catalytic cross-coupling, provides a general entry to otherwise difficult-to-access alkyne-containing Z olefins. |
| first_indexed | 2024-09-23T15:42:44Z |
| format | Article |
| id | mit-1721.1/84085 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T15:42:44Z |
| publishDate | 2014 |
| publisher | Wiley Blackwell |
| record_format | dspace |
| spelling | mit-1721.1/840852022-09-29T15:37:29Z Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis Mann, Tyler J. Speed, Alexander W. H. Hoveyda, Amir H. Schrock, Richard Royce Massachusetts Institute of Technology. Department of Chemistry Schrock, Richard Royce Schrock, Richard Royce Efficient catalytic cross-metathesis reactions that afford Z-disubstituted allylic silyl or benzyl ethers are reported (see scheme, MAP=monoalkoxide pyrrolide). The approach, in combination with catalytic cross-coupling, provides a general entry to otherwise difficult-to-access alkyne-containing Z olefins. National Institutes of Health (U.S.) (GM-59426) 2014-01-21T13:38:43Z 2014-01-21T13:38:43Z 2013-06 2013-05 Article http://purl.org/eprint/type/JournalArticle 14337851 1521-3773 http://hdl.handle.net/1721.1/84085 Mann, Tyler J., Alexander W. H. Speed, Richard R. Schrock, and Amir H. Hoveyda. “Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis.” Angewandte Chemie International Edition 52, no. 32 (August 5, 2013): 8395-8400. https://orcid.org/0000-0001-5827-3552 en_US http://dx.doi.org/10.1002/anie.201302538 Angewandte Chemie International Edition Creative Commons Attribution-Noncommercial-Share Alike 3.0 http://creativecommons.org/licenses/by-nc-sa/3.0/ application/pdf Wiley Blackwell Prof. Schrock via Erja Kajosalo |
| spellingShingle | Mann, Tyler J. Speed, Alexander W. H. Hoveyda, Amir H. Schrock, Richard Royce Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis |
| title | Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis |
| title_full | Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis |
| title_fullStr | Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis |
| title_full_unstemmed | Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis |
| title_short | Catalytic Z-Selective Cross-Metathesis with Secondary Silyl- and Benzyl-Protected Allylic Ethers: Mechanistic Aspects and Applications to Natural Product Synthesis |
| title_sort | catalytic z selective cross metathesis with secondary silyl and benzyl protected allylic ethers mechanistic aspects and applications to natural product synthesis |
| url | http://hdl.handle.net/1721.1/84085 https://orcid.org/0000-0001-5827-3552 |
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