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A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol
(−)-Oxyphyllol was prepared in only 4 steps from an epoxy enone that already served as an intermediate for the total synthesis of the anticancer guaiane (−)-englerin A. A regio- and diastereoselective Co(II)-catalyzed hydration of the olefin and a transannular epoxide opening were used as the key re...
| Autores principales: | , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
Beilstein-Institut
2013
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3817518/ https://www.ncbi.nlm.nih.gov/pubmed/24204414 http://dx.doi.org/10.3762/bjoc.9.239 |
| _version_ | 1782478086612189184 |
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| author | Zahel, Martin Metz, Peter |
| author_facet | Zahel, Martin Metz, Peter |
| author_sort | Zahel, Martin |
| collection | PubMed |
| description | (−)-Oxyphyllol was prepared in only 4 steps from an epoxy enone that already served as an intermediate for the total synthesis of the anticancer guaiane (−)-englerin A. A regio- and diastereoselective Co(II)-catalyzed hydration of the olefin and a transannular epoxide opening were used as the key reactions. |
| format | Online Article Text |
| id | pubmed-3817518 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2013 |
| publisher | Beilstein-Institut |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-38175182013-11-07 A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol Zahel, Martin Metz, Peter Beilstein J Org Chem Full Research Paper (−)-Oxyphyllol was prepared in only 4 steps from an epoxy enone that already served as an intermediate for the total synthesis of the anticancer guaiane (−)-englerin A. A regio- and diastereoselective Co(II)-catalyzed hydration of the olefin and a transannular epoxide opening were used as the key reactions. Beilstein-Institut 2013-10-08 /pmc/articles/PMC3817518/ /pubmed/24204414 http://dx.doi.org/10.3762/bjoc.9.239 Text en Copyright © 2013, Zahel and Metz https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
| spellingShingle | Full Research Paper Zahel, Martin Metz, Peter A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol |
| title | A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol |
| title_full | A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol |
| title_fullStr | A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol |
| title_full_unstemmed | A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol |
| title_short | A concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol |
| title_sort | concise enantioselective synthesis of the guaiane sesquiterpene (−)-oxyphyllol |
| topic | Full Research Paper |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3817518/ https://www.ncbi.nlm.nih.gov/pubmed/24204414 http://dx.doi.org/10.3762/bjoc.9.239 |
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