Academic Journal
Total Synthesis of Acanthodoral Using a Rearrangement Strategy
| العنوان: | Total Synthesis of Acanthodoral Using a Rearrangement Strategy |
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| المؤلفون: | Alina Eggert, Karl T. Schuppe, Hazel L. S. Fuchs, Mark Brönstrup, Markus Kalesse |
| سنة النشر: | 2024 |
| مصطلحات موضوعية: | Biochemistry, Microbiology, Genetics, Molecular Biology, Ecology, Marine Biology, Inorganic Chemistry, Plant Biology, Environmental Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, previously reported compound, less strained precursor, second total synthesis, total synthesis, step transformation, sesquiterpenoid derived, natural product, heptane core, concise three, approach involves, acanthodoral using, (±)- acanthodoral |
| الوصف: | We present the second total synthesis of (±)-acanthodoral, a sesquiterpenoid derived from the marine nudibranch Acanthodoris nanaimoensis. Our approach involves a concise three-step transformation from a previously reported compound, resulting in the formation of a less strained precursor of the bicyclo[3.1.1]heptane core and both all-carbon quaternary stereocenters characteristic of the natural product. Notably, this synthetic route incorporates two pivotal steps: a Sm(II)-induced 1,2-rearrangement and a semipinacol rearrangement. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | unknown |
| Relation: | https://figshare.com/articles/journal_contribution/Total_Synthesis_of_Acanthodoral_Using_a_Rearrangement_Strategy/24926482 |
| DOI: | 10.1021/acs.orglett.3c03717.s001 |
| الاتاحة: | https://doi.org/10.1021/acs.orglett.3c03717.s001 https://figshare.com/articles/journal_contribution/Total_Synthesis_of_Acanthodoral_Using_a_Rearrangement_Strategy/24926482 |
| Rights: | CC BY-NC 4.0 |
| رقم الانضمام: | edsbas.25F09B78 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1021/acs.orglett.3c03717.s001 |
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