Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines
The concise and enantioselective total syntheses of (−)-trigonoliimines A, B, and C are described. Our unified strategy to all three natural products is based on asymmetric oxidation and reorganization of a single bistryptamine, a sequence of transformations with possible biogenetic relevance. We re...
| Main Authors: | , |
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| Other Authors: | |
| Format: | Article |
| Language: | en_US |
| Published: |
American Chemical Society (ACS)
2013
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| Online Access: | http://hdl.handle.net/1721.1/82467 https://orcid.org/0000-0003-3080-1063 |
| _version_ | 1826201796249387008 |
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| author | Han, Sunkyu Movassaghi, Mohammad |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Han, Sunkyu Movassaghi, Mohammad |
| author_sort | Han, Sunkyu |
| collection | MIT |
| description | The concise and enantioselective total syntheses of (−)-trigonoliimines A, B, and C are described. Our unified strategy to all three natural products is based on asymmetric oxidation and reorganization of a single bistryptamine, a sequence of transformations with possible biogenetic relevance. We revise the absolute stereochemistry of (−)-trigonoliimines A, B, and C. |
| first_indexed | 2024-09-23T11:57:02Z |
| format | Article |
| id | mit-1721.1/82467 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T11:57:02Z |
| publishDate | 2013 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/824672022-10-01T07:09:56Z Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines Han, Sunkyu Movassaghi, Mohammad Massachusetts Institute of Technology. Department of Chemistry Han, Sunkyu Movassaghi, Mohammad The concise and enantioselective total syntheses of (−)-trigonoliimines A, B, and C are described. Our unified strategy to all three natural products is based on asymmetric oxidation and reorganization of a single bistryptamine, a sequence of transformations with possible biogenetic relevance. We revise the absolute stereochemistry of (−)-trigonoliimines A, B, and C. National Institute of General Medical Sciences (U.S.) (GM074825) National Science Foundation (U.S.) (CHE-0946721) Amgen Inc. DuPont (Firm) 2013-11-18T20:37:57Z 2013-11-18T20:37:57Z 2011-06 2011-05 Article http://purl.org/eprint/type/JournalArticle 0002-7863 1520-5126 http://hdl.handle.net/1721.1/82467 Han, Sunkyu, and Mohammad Movassaghi. “Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines.” Journal of the American Chemical Society 133, no. 28 (July 20, 2011): 10768-10771. https://orcid.org/0000-0003-3080-1063 en_US http://dx.doi.org/10.1021/ja204597k Journal of the American Chemical Society Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) PMC |
| spellingShingle | Han, Sunkyu Movassaghi, Mohammad Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines |
| title | Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines |
| title_full | Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines |
| title_fullStr | Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines |
| title_full_unstemmed | Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines |
| title_short | Concise Total Synthesis and Stereochemical Revision of all (−)-Trigonoliimines |
| title_sort | concise total synthesis and stereochemical revision of all trigonoliimines |
| url | http://hdl.handle.net/1721.1/82467 https://orcid.org/0000-0003-3080-1063 |
| work_keys_str_mv | AT hansunkyu concisetotalsynthesisandstereochemicalrevisionofalltrigonoliimines AT movassaghimohammad concisetotalsynthesisandstereochemicalrevisionofalltrigonoliimines |