Bioinspired asymmetric synthesis of (-)-gymnothelignan v
© 2018 American Chemical Society. A bioinspired asymmetric total synthesis of a structurally unique subtype of lignan, namely, (-)-gymnothelignan V, was achieved. The key synthetic sequences involved reduction of the eupomatilone skeleton leading to (-)-gymnothelignan J followed by the formation of...
محفوظ في:
| المؤلفون الرئيسيون: | , , , |
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| مؤلفون آخرون: | |
| التنسيق: | مقال |
| منشور في: |
2019
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| الموضوعات: | |
| الوصول للمادة أونلاين: | https://repository.li.mahidol.ac.th/handle/123456789/45500 |
| الوسوم: |
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| الملخص: | © 2018 American Chemical Society. A bioinspired asymmetric total synthesis of a structurally unique subtype of lignan, namely, (-)-gymnothelignan V, was achieved. The key synthetic sequences involved reduction of the eupomatilone skeleton leading to (-)-gymnothelignan J followed by the formation of the corresponding oxocarbenium ion and stereoselective intramolecular Friedel-Crafts reaction. Our synthetic approach provides the information to support the plausible biosynthetic pathway of this structurally unusual lignan. On a similar basis, other structurally related natural and non-natural gymnothelignans including (-)-gymnothelignan D, 6,9-bis-epi-gymnothelignan V, and 5-epi-gymnothelignans D and J were readily prepared. |
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