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Synlett 2023; 34(04): 327-331
DOI: 10.1055/a-1984-0686
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Total Synthesis of the Caged Diterpenoid Atropurpuran

Jing Xu  ∗
a   Department of Chemistry and Shenzhen Grubbs Institute and Guangdong Provincial Key Laboratory of Catalysis and Shenzhen Key Laboratory of Small Molecule Drug Discovery and Synthesis, Southern University of Science and Technology, Shenzhen 518055, P. R. of China
b   Shenzhen Bay Laboratory, Shenzhen 518132, P. R. of China
› Author AffiliationsThis 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).
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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 reaction


Publication 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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