Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 2, Pages 637-640Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201610484
Keywords
biomimetic synthesis; cycloaddition; natural products; terpenoids; total synthesis
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Funding
- NSFC [21290180, 21322205, 21321061, 21672153]
- Open Fund of State Key Laboratory of Natural Medicines in China Pharmaceutical University [SKLNMKF201601]
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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.
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