Total syntheses of shizukaols A and E
Shizukaols possess a common heptacyclic framework containing more than ten contiguousstereocenters and potential biological activities. Here we report that the total syntheses ofshizukaols A (1)and E(2), two lindenane-type dimers from the Chloranthaceae family, areachieved via a modified biomimetic...
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| Format: | Article |
| Language: | English |
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Springer Nature Publishing
2018
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| Online Access: | https://eprints.nottingham.ac.uk/56370/ |
| _version_ | 1848799319215308800 |
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| author | Wu, Jian-Li Lu, Yin-Suo Tang, Bencan Peng, Xiao-Shui |
| author_facet | Wu, Jian-Li Lu, Yin-Suo Tang, Bencan Peng, Xiao-Shui |
| author_sort | Wu, Jian-Li |
| building | Nottingham Research Data Repository |
| collection | Online Access |
| description | Shizukaols possess a common heptacyclic framework containing more than ten contiguousstereocenters and potential biological activities. Here we report that the total syntheses ofshizukaols A (1)and E(2), two lindenane-type dimers from the Chloranthaceae family, areachieved via a modified biomimetic Diels–Alder reaction. The common crucial biomimetic diene23and ethylene species (6,17) are obtained through either a highlyZ-selective olefination ofα-siloxy ketone with ynolate anions or an intramolecular Horner–Wadsworth–Emmons olefinationfrom commercially available Wieland–Miescher ketone (7). This synthetic approach here opensup practical avenues for the total syntheses of the intriguing Chloranthaceae family members, aswell as the understanding of their relevant biological action in nature |
| first_indexed | 2025-11-14T20:33:46Z |
| format | Article |
| id | nottingham-56370 |
| institution | University of Nottingham Malaysia Campus |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T20:33:46Z |
| publishDate | 2018 |
| publisher | Springer Nature Publishing |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | nottingham-563702019-03-27T16:51:19Z https://eprints.nottingham.ac.uk/56370/ Total syntheses of shizukaols A and E Wu, Jian-Li Lu, Yin-Suo Tang, Bencan Peng, Xiao-Shui Shizukaols possess a common heptacyclic framework containing more than ten contiguousstereocenters and potential biological activities. Here we report that the total syntheses ofshizukaols A (1)and E(2), two lindenane-type dimers from the Chloranthaceae family, areachieved via a modified biomimetic Diels–Alder reaction. The common crucial biomimetic diene23and ethylene species (6,17) are obtained through either a highlyZ-selective olefination ofα-siloxy ketone with ynolate anions or an intramolecular Horner–Wadsworth–Emmons olefinationfrom commercially available Wieland–Miescher ketone (7). This synthetic approach here opensup practical avenues for the total syntheses of the intriguing Chloranthaceae family members, aswell as the understanding of their relevant biological action in nature Springer Nature Publishing 2018-10-02 Article PeerReviewed application/pdf en cc_by https://eprints.nottingham.ac.uk/56370/7/s41467-018-06245-7.pdf Wu, Jian-Li, Lu, Yin-Suo, Tang, Bencan and Peng, Xiao-Shui (2018) Total syntheses of shizukaols A and E. Nature Communications, 9 . 4040/1-4040/7. ISSN 2041-1723 http://dx.doi.org/10.1038/s41467-018-06245-7 doi:10.1038/s41467-018-06245-7 doi:10.1038/s41467-018-06245-7 |
| spellingShingle | Wu, Jian-Li Lu, Yin-Suo Tang, Bencan Peng, Xiao-Shui Total syntheses of shizukaols A and E |
| title | Total syntheses of shizukaols A and E |
| title_full | Total syntheses of shizukaols A and E |
| title_fullStr | Total syntheses of shizukaols A and E |
| title_full_unstemmed | Total syntheses of shizukaols A and E |
| title_short | Total syntheses of shizukaols A and E |
| title_sort | total syntheses of shizukaols a and e |
| url | https://eprints.nottingham.ac.uk/56370/ https://eprints.nottingham.ac.uk/56370/ https://eprints.nottingham.ac.uk/56370/ |