Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles
Completely linear: The title reaction provides an effective means to access a wide range of prenylated arenes and “skipped dienes” in a completely linear-selective fashion, as demonstrated by a concise synthesis of the anti-HIV natural product siamenol. DFT calculations shed light on the origin of t...
| Main Authors: | , , , |
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| Other Authors: | |
| Format: | Article |
| Language: | en_US |
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Wiley Blackwell
2015
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| Online Access: | http://hdl.handle.net/1721.1/94514 https://orcid.org/0000-0003-3875-4775 |
| _version_ | 1826207289688719360 |
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| author | Yang, Yang Mustard, Thomas J. L. Cheong, Paul Ha-Yeon Buchwald, Stephen Leffler |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Yang, Yang Mustard, Thomas J. L. Cheong, Paul Ha-Yeon Buchwald, Stephen Leffler |
| author_sort | Yang, Yang |
| collection | MIT |
| description | Completely linear: The title reaction provides an effective means to access a wide range of prenylated arenes and “skipped dienes” in a completely linear-selective fashion, as demonstrated by a concise synthesis of the anti-HIV natural product siamenol. DFT calculations shed light on the origin of the excellent regioselectivity observed with the current Pd-based catalyst system. |
| first_indexed | 2024-09-23T13:47:01Z |
| format | Article |
| id | mit-1721.1/94514 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T13:47:01Z |
| publishDate | 2015 |
| publisher | Wiley Blackwell |
| record_format | dspace |
| spelling | mit-1721.1/945142022-09-28T16:07:35Z Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles Yang, Yang Mustard, Thomas J. L. Cheong, Paul Ha-Yeon Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Buchwald, Stephen Leffler Yang, Yang Completely linear: The title reaction provides an effective means to access a wide range of prenylated arenes and “skipped dienes” in a completely linear-selective fashion, as demonstrated by a concise synthesis of the anti-HIV natural product siamenol. DFT calculations shed light on the origin of the excellent regioselectivity observed with the current Pd-based catalyst system. National Institutes of Health (U.S.) (GM46059) 2015-02-12T20:27:04Z 2015-02-12T20:27:04Z 2013-11 2013-10 Article http://purl.org/eprint/type/JournalArticle 14337851 1521-3773 http://hdl.handle.net/1721.1/94514 Yang, Yang, Thomas J. L. Mustard, Paul Ha-Yeon Cheong, and Stephen L. Buchwald. “Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles.” Angewandte Chemie International Edition 52, no. 52 (November 8, 2013): 14098–14102. https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1002/anie.201308585 Angewandte Chemie International Edition Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/pdf Wiley Blackwell PMC |
| spellingShingle | Yang, Yang Mustard, Thomas J. L. Cheong, Paul Ha-Yeon Buchwald, Stephen Leffler Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles |
| title | Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles |
| title_full | Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles |
| title_fullStr | Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles |
| title_full_unstemmed | Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles |
| title_short | Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles |
| title_sort | palladium catalyzed completely linear selective negishi cross coupling of allylzinc halides with aryl and vinyl electrophiles |
| url | http://hdl.handle.net/1721.1/94514 https://orcid.org/0000-0003-3875-4775 |
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