Total Syntheses of Sarcandrolide J and Shizukaol D: Lindenane Sesquiterpenoid [4+2] Dimers
Correction(s) for this article
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Corrigendum: Total Syntheses of Sarcandrolide J and Shizukaol D: Lindenane Sesquiterpenoid [4+2] Dimers
- Volume 61Issue 2Angewandte Chemie International Edition
- First Published online: January 4, 2022
Changchun Yuan
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
These authors contributed equally to this work.
Search for more papers by this authorBiao Du
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
These authors contributed equally to this work.
Search for more papers by this authorHeping Deng
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
Search for more papers by this authorYi Man
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Bo Liu
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, 210009 China
Search for more papers by this authorChangchun Yuan
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
These authors contributed equally to this work.
Search for more papers by this authorBiao Du
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
These authors contributed equally to this work.
Search for more papers by this authorHeping Deng
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
Search for more papers by this authorYi Man
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Bo Liu
Key Laboratory of Green Chemistry & Technology of the Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Rd., Chengdu, Sichuan, 610064 China
State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, 210009 China
Search for more papers by this authorGraphical Abstract
Taking up the challenge: Total syntheses of the title compounds were achieved on the basis of a modified biosynthetic pathway. A conjugated furanyl diene was generated in situ for the first time, and a cascade featuring furan formation/alkene isomerization/Diels–Alder cycloaddition was devised to construct the congested polycyclic architecture of the target molecules.
Abstract
The syntheses of members of a family of lindenane sesquiterpenoid [4+2] dimers led to the total syntheses of sarcandrolide J and shizukaol D. Inspired by a modified biosynthetic pathway, a cascade featuring furan formation/alkene isomerization/Diels–Alder cycloaddition was devised to construct the congested polycyclic architecture of the target molecules with the correct stereochemistry. This study presents a pioneering synthetic entry to this family of natural products and paves the way for fully exploring their biological functions.
Supporting Information
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