Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids
Concise and enantioselective total syntheses of (+)-naseseazines A and B are described. Our regioselective and directed dimerization of diketopiperazines provides their critical C3–C[2 over sp] linkages, an assembly with plausible biogenetic relevance. We revise the absolute stereochemistry of (+)-n...
| Main Authors: | , |
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| Format: | Article |
| Language: | en_US |
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American Chemical Society (ACS)
2013
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| Online Access: | http://hdl.handle.net/1721.1/82465 https://orcid.org/0000-0003-3080-1063 |
| _version_ | 1826197772009734144 |
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| author | Kim, Justin Movassaghi, Mohammad |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Kim, Justin Movassaghi, Mohammad |
| author_sort | Kim, Justin |
| collection | MIT |
| description | Concise and enantioselective total syntheses of (+)-naseseazines A and B are described. Our regioselective and directed dimerization of diketopiperazines provides their critical C3–C[2 over sp] linkages, an assembly with plausible biogenetic relevance. We revise the absolute stereochemistry of (+)-naseseazines A and B. |
| first_indexed | 2024-09-23T10:52:54Z |
| format | Article |
| id | mit-1721.1/82465 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T10:52:54Z |
| publishDate | 2013 |
| publisher | American Chemical Society (ACS) |
| record_format | dspace |
| spelling | mit-1721.1/824652022-09-30T23:39:21Z Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids Kim, Justin Movassaghi, Mohammad Massachusetts Institute of Technology. Department of Chemistry Kim, Justin Movassaghi, Mohammad Concise and enantioselective total syntheses of (+)-naseseazines A and B are described. Our regioselective and directed dimerization of diketopiperazines provides their critical C3–C[2 over sp] linkages, an assembly with plausible biogenetic relevance. We revise the absolute stereochemistry of (+)-naseseazines A and B. National Institute of General Medical Sciences (U.S.) (GM089732) Amgen Inc. DuPont (Firm) American Society for Engineering Education. National Defense Science and Engineering Graduate Fellowship 2013-11-18T20:26:36Z 2013-11-18T20:26:36Z 2011-08 2011-07 Article http://purl.org/eprint/type/JournalArticle 0002-7863 1520-5126 http://hdl.handle.net/1721.1/82465 Kim, Justin, and Mohammad Movassaghi. “Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids.” Journal of the American Chemical Society 133, no. 38 (September 28, 2011): 14940-14943. https://orcid.org/0000-0003-3080-1063 en_US http://dx.doi.org/10.1021/ja206743v 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 | Kim, Justin Movassaghi, Mohammad Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids |
| title | Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids |
| title_full | Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids |
| title_fullStr | Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids |
| title_full_unstemmed | Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids |
| title_short | Concise Total Synthesis and Stereochemical Revision of (+)-Naseseazines A and B: Regioselective Arylative Dimerization of Diketopiperazine Alkaloids |
| title_sort | concise total synthesis and stereochemical revision of naseseazines a and b regioselective arylative dimerization of diketopiperazine alkaloids |
| url | http://hdl.handle.net/1721.1/82465 https://orcid.org/0000-0003-3080-1063 |
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