| Title | Asymmetric Total Syntheses of Hypoestin A, Albolic Acid, and Ceroplastol II |
| Author | |
| Corresponding Author | Li, Chuang-Chuang |
| Publication Years | 2022-06-01
|
| DOI | |
| Source Title | |
| ISSN | 0002-7863
|
| EISSN | 1520-5126
|
| Volume | 144Pages:10162-10167 |
| Abstract | The first asymmetric total synthesis of bioactive diterpenoid hypoestin A with an unprecedented [5-8-5-3] tetracyclic skeleton is accomplished in 15 steps from commercially available (R)-limonene. Furthermore, the second asymmetric total syntheses of sesterterpenoids albolic acid and ceroplastol II in 21 steps are also reported. The synthetically challenging and highly functionalized [X-8-5] (X = 5 or 7) tricarbocyclic ring systems found in hypoestin A, albolic acid, ceroplastol II, and schindilactone A, as well as other natural products, are efficiently and directly constructed via a unique intramolecular Pauson???Khand reaction of an allene-yne. This work represents the first reported use of the Pauson???Khand reaction to access synthetically challenging eight-membered-ring systems in natural product synthesis. |
| URL | [Source Record] |
| Indexed By | |
| Language | English
|
| Important Publications | NI Journal Papers
|
| SUSTech Authorship | First
; Corresponding
|
| Funding Project | National Natural Science Foundation of China[21971105]
; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]
; Science and Technology Key Project of Guangdong Province[2020B1111110004]
; Research Projects of Universities of Guangdong Province["2021KCXTD024","2019KZDXM005"]
; Graduate Education Innovation Program of Guangdong Province[2020JGXM100]
; Shenzhen Science and Technology Innovation Committee[JCYJ20210324104408023]
|
| WOS Research Area | Chemistry
|
| WOS Subject | Chemistry, Multidisciplinary
|
| WOS Accession No | WOS:000820660700001
|
| Publisher | |
| EI Accession Number | 20222512246823
|
| ESI Classification Code | Chemical Reactions:802.2
|
| Data Source | Web of Science
|
| Citation statistics |
Cited Times [WOS]:6
|
| Document Type | Journal Article |
| Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/353374 |
| Department | Department of Chemistry 深圳格拉布斯研究院 |
| Affiliation | Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Shenzhen 518055, Peoples R China |
| First Author Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
| Corresponding Author Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
| First Author's First Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
| Recommended Citation GB/T 7714 |
Wang, Yong-Qiang,Xu, Kunhua,Min, Long,et al. Asymmetric Total Syntheses of Hypoestin A, Albolic Acid, and Ceroplastol II[J]. Journal of the American Chemical Society,2022,144:10162-10167.
|
| APA |
Wang, Yong-Qiang,Xu, Kunhua,Min, Long,&Li, Chuang-Chuang.(2022).Asymmetric Total Syntheses of Hypoestin A, Albolic Acid, and Ceroplastol II.Journal of the American Chemical Society,144,10162-10167.
|
| MLA |
Wang, Yong-Qiang,et al."Asymmetric Total Syntheses of Hypoestin A, Albolic Acid, and Ceroplastol II".Journal of the American Chemical Society 144(2022):10162-10167.
|
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