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Synlett 2023; 34(04): 327-331
DOI: 10.1055/a-1984-0686
DOI: 10.1055/a-1984-0686
account
Total Synthesis of the Caged Diterpenoid Atropurpuran
This research was funded by NSFC (21971104 and 22271136), Education Department of Guangdong Province, Key research projects in colleges and universities in Guangdong Province (2021ZDZX2035), Shenzhen Bay Laboratory (SZBL2019062801006), Guangdong Provincial Key Laboratory of Catalysis (2020B121201002), Shenzhen Nobel Prize Scientists Laboratory Project (C17783101), Guangdong Innovative Program (2019BT02Y335), Innovative Team of Universities in Guangdong Province (2020KCXTD016) and Shenzhen Science and Technology Innovation Committee (ZDSYS20190902093215877, JCYJ20190809140611364).
Abstract
In this account, we wish to share some stories behind our 13-step synthesis of the caged complex diterpenoid atropurpuran. Although our approach might appear to have proceeded smoothly, the unraveling of the core-construction puzzle and late-stage decorations was full of drama.
1 Introduction
2 Total Synthesis of Atropurpuran
3 Conclusion
Key words
atropurpuran - diterpenoids - total synthesis - caged natural products - ring-closing metathesis - Diels–Alder reactionPublication History
Received: 02 November 2022
Accepted after revision: 22 November 2022
Accepted Manuscript online:
22 November 2022
Article published online:
19 December 2022
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The step count here is based on the literature definition [A reaction step is defined as one in which a substrate is converted into a product in a single reaction flask (irrespective of the number of transformations) without intermediate workup or purification], see:
For our other syntheses of caged natural products, see: