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Total Synthesis of Cytospolide Q
[Image: see text] A flexible and convergent strategy for the stereoselective total synthesis of bioactive marine natural product cytospolide Q has been developed. The key features of this synthesis include Evans anti-aldol reaction for the installation of C-2 and C-3 stereocenters and cycloetherific...
| Autores principales: | , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical Society
2018
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644782/ https://www.ncbi.nlm.nih.gov/pubmed/31458894 http://dx.doi.org/10.1021/acsomega.8b00937 |
| _version_ | 1783437326341373952 |
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| author | Chatterjee, Shamba Mandal, Gour Hari Goswami, Rajib Kumar |
| author_facet | Chatterjee, Shamba Mandal, Gour Hari Goswami, Rajib Kumar |
| author_sort | Chatterjee, Shamba |
| collection | PubMed |
| description | [Image: see text] A flexible and convergent strategy for the stereoselective total synthesis of bioactive marine natural product cytospolide Q has been developed. The key features of this synthesis include Evans anti-aldol reaction for the installation of C-2 and C-3 stereocenters and cycloetherification via epoxide opening followed by concomitant lactonization for the construction of tetrahydrofuran and γ-butyrolactone scaffolds. This synthetic study also revealed that protected oxygenated functionality (methyl ester or benzyl ether) at C-1 position participated readily in epoxide opening. |
| format | Online Article Text |
| id | pubmed-6644782 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2018 |
| publisher | American Chemical Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-66447822019-08-27 Total Synthesis of Cytospolide Q Chatterjee, Shamba Mandal, Gour Hari Goswami, Rajib Kumar ACS Omega [Image: see text] A flexible and convergent strategy for the stereoselective total synthesis of bioactive marine natural product cytospolide Q has been developed. The key features of this synthesis include Evans anti-aldol reaction for the installation of C-2 and C-3 stereocenters and cycloetherification via epoxide opening followed by concomitant lactonization for the construction of tetrahydrofuran and γ-butyrolactone scaffolds. This synthetic study also revealed that protected oxygenated functionality (methyl ester or benzyl ether) at C-1 position participated readily in epoxide opening. American Chemical Society 2018-07-05 /pmc/articles/PMC6644782/ /pubmed/31458894 http://dx.doi.org/10.1021/acsomega.8b00937 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
| spellingShingle | Chatterjee, Shamba Mandal, Gour Hari Goswami, Rajib Kumar Total Synthesis of Cytospolide Q |
| title | Total Synthesis of Cytospolide Q |
| title_full | Total Synthesis of Cytospolide Q |
| title_fullStr | Total Synthesis of Cytospolide Q |
| title_full_unstemmed | Total Synthesis of Cytospolide Q |
| title_short | Total Synthesis of Cytospolide Q |
| title_sort | total synthesis of cytospolide q |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644782/ https://www.ncbi.nlm.nih.gov/pubmed/31458894 http://dx.doi.org/10.1021/acsomega.8b00937 |
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