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An efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis
(−)-Isoguaiene was prepared from (S)-citronellal in only 9–10 steps with good overall yields. Either a trienyne or a dienediyne metathesis and highly diastereoselective organocatalytic Michael additions of aldehydes derived from (S)-citronellal served as the key transformations.
| Autores principales: | , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
Beilstein-Institut
2019
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6466796/ https://www.ncbi.nlm.nih.gov/pubmed/31019578 http://dx.doi.org/10.3762/bjoc.15.83 |
| _version_ | 1783411178105470976 |
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| author | Wang, Yuzhou Darweesh, Ahmed F Zimdars, Patrick Metz, Peter |
| author_facet | Wang, Yuzhou Darweesh, Ahmed F Zimdars, Patrick Metz, Peter |
| author_sort | Wang, Yuzhou |
| collection | PubMed |
| description | (−)-Isoguaiene was prepared from (S)-citronellal in only 9–10 steps with good overall yields. Either a trienyne or a dienediyne metathesis and highly diastereoselective organocatalytic Michael additions of aldehydes derived from (S)-citronellal served as the key transformations. |
| format | Online Article Text |
| id | pubmed-6466796 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2019 |
| publisher | Beilstein-Institut |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-64667962019-04-24 An efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis Wang, Yuzhou Darweesh, Ahmed F Zimdars, Patrick Metz, Peter Beilstein J Org Chem Full Research Paper (−)-Isoguaiene was prepared from (S)-citronellal in only 9–10 steps with good overall yields. Either a trienyne or a dienediyne metathesis and highly diastereoselective organocatalytic Michael additions of aldehydes derived from (S)-citronellal served as the key transformations. Beilstein-Institut 2019-04-09 /pmc/articles/PMC6466796/ /pubmed/31019578 http://dx.doi.org/10.3762/bjoc.15.83 Text en Copyright © 2019, Wang et al. https://creativecommons.org/licenses/by/4.0https://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/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. 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 Wang, Yuzhou Darweesh, Ahmed F Zimdars, Patrick Metz, Peter An efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis |
| title | An efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis |
| title_full | An efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis |
| title_fullStr | An efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis |
| title_full_unstemmed | An efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis |
| title_short | An efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis |
| title_sort | efficient synthesis of the guaiane sesquiterpene (−)-isoguaiene by domino metathesis |
| topic | Full Research Paper |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6466796/ https://www.ncbi.nlm.nih.gov/pubmed/31019578 http://dx.doi.org/10.3762/bjoc.15.83 |
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