Total Synthesis of (−)-Peyssonnoside A
Автор: Simplifying Synthesis
Загружено: 2022-12-03
Просмотров: 1899
Описание:
An organic chemistry minilecture on the 13-Step Total Synthesis of (−)-Peyssonnoside A by Bo Xu, Chang Liu, and Mingji Dai* It features some excellent metal catalysed C-C bond forming chemistry, including a Cu-catalysed asymmetric conjugate addition, a Pd- catalysed dearomative cyclization and Wittig reaction with the Lebel modification.
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References:
J. Am. Chem. Soc. 2022, 144, 19700−19703 (This work)
J. Org. Chem. 2019, 84, 13, 8531–8541 (Isolation)
Eur J Org Chem, 2012, 27, 5301–5306 (Cu-NHC catalyzed Michael addition)
Org. Lett. 2014, 16, 118−12 (Cu-NHC catalyzed Michael addition)
Eur. J. Org. Chem. 2015, 7460–7467 (Demethylation)
Angew. Chem., Int. Ed. 2020,59, 8143−8147 (Dearomative Cyclisation)
Angew. Chem., Int. Ed.2015, 54, 3033−3037 (Dearomative Cyclisation)
J. Am. Chem. Soc. 2017, 139, 6, 2484–2503 (HAT Cyclisation)
J. Am. Chem. Soc. 2014, 136, 1304−1307 (HAT Cyclisation)
J. Am. Chem. Soc. 2004, 126, 1, 320–328 (Lebel Olefination)
Angew. Chem., Int. Ed. 2021, 60, 8313−8320 (Studer’s anaerobic Mukaiyama
hydration)
J. Am. Chem. Soc. 2021, 143, 14083−14088 (Endgame)
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