Biomimetic Skeleton Conversion from Tiglianes into Three Euphorbia Diterpenoid Skeletons via Regioselective Cyclopropane Ring-Opening

Organic Letters 2026

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Authors: Ming-Ju Wen, Weiye Wu, Shu-Qi Wu, Feng Wu, Jian-Kai Xia, Lu Gan, Jia-Luo Huang, Zhang‐Hua Sun, Gui‐Hua Tang, Sheng Yin
DOI: 10.1021/acs.orglett.6c00161
Cited by: 1
References: 24

Abstract

Structurally complex Euphorbia diterpenoids represent a synthetic challenge. Here, we report a divergent strategy that biomimetically converts abundant tiglianes into three Euphorbia skeletons via regioselective cyclopropane ring-opening. The high utility of this approach was demonstrated in the semisynthesis of two rhamnofolane-type natural products, langduin A ( 4 ) and fischerianin A ( 5 ), via a single transformation. This work provides not only rapid access to these diverse diterpenoid frameworks but also chemical evidence of their potential biosynthetic relationship.

Fields of Study & Subjects

Bioactive Natural Diterpenoids Research Marine Sponges and Natural Products Sesquiterpenes and Asteraceae Studies

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
8
Pages
2688–2692
Publication date
15 February 2026
Language
EN