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Studies towards the synthesis of hyperireflexolide A
The first approach to hyperireflexolide A, based on the synthesis of γ-lactone-fused cyclopentane 5, a functionalized key intermediate, is presented. Compound 5 is involved in hydrolysis, α-allylation at C-8 and α-methylation at C-10 stereoselectively from the convex face. Then it is subjected to cr...
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
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Beilstein-Institut
2018
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6122383/ https://www.ncbi.nlm.nih.gov/pubmed/30202464 http://dx.doi.org/10.3762/bjoc.14.185 |
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| author | Rao, G Hari Mangeswara |
| author_facet | Rao, G Hari Mangeswara |
| author_sort | Rao, G Hari Mangeswara |
| collection | PubMed |
| description | The first approach to hyperireflexolide A, based on the synthesis of γ-lactone-fused cyclopentane 5, a functionalized key intermediate, is presented. Compound 5 is involved in hydrolysis, α-allylation at C-8 and α-methylation at C-10 stereoselectively from the convex face. Then it is subjected to cross metathesis to give α,β-unsaturated ketone 11 as precursor in the total synthesis of hyperireflexolide A. |
| format | Online Article Text |
| id | pubmed-6122383 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2018 |
| publisher | Beilstein-Institut |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-61223832018-09-10 Studies towards the synthesis of hyperireflexolide A Rao, G Hari Mangeswara Beilstein J Org Chem Full Research Paper The first approach to hyperireflexolide A, based on the synthesis of γ-lactone-fused cyclopentane 5, a functionalized key intermediate, is presented. Compound 5 is involved in hydrolysis, α-allylation at C-8 and α-methylation at C-10 stereoselectively from the convex face. Then it is subjected to cross metathesis to give α,β-unsaturated ketone 11 as precursor in the total synthesis of hyperireflexolide A. Beilstein-Institut 2018-08-13 /pmc/articles/PMC6122383/ /pubmed/30202464 http://dx.doi.org/10.3762/bjoc.14.185 Text en Copyright © 2018, Rao 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 Rao, G Hari Mangeswara Studies towards the synthesis of hyperireflexolide A |
| title | Studies towards the synthesis of hyperireflexolide A |
| title_full | Studies towards the synthesis of hyperireflexolide A |
| title_fullStr | Studies towards the synthesis of hyperireflexolide A |
| title_full_unstemmed | Studies towards the synthesis of hyperireflexolide A |
| title_short | Studies towards the synthesis of hyperireflexolide A |
| title_sort | studies towards the synthesis of hyperireflexolide a |
| topic | Full Research Paper |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6122383/ https://www.ncbi.nlm.nih.gov/pubmed/30202464 http://dx.doi.org/10.3762/bjoc.14.185 |
| work_keys_str_mv | AT raogharimangeswara studiestowardsthesynthesisofhyperireflexolidea |