2nd Generation Palladium-Catalyzed Cycloalkenylation in Iridoid Synthesis: Diastereoselective Total Synthesis of Isoiridomyrmecin and Isodihydronepetalactone

Heterocycles ◽  
2012 ◽  
Vol 84 (2) ◽  
pp. 1271 ◽  
Author(s):  
Masahiro Toyota ◽  
Kazutaka Takeda
Keyword(s):  
Total Synthesis ◽  
2Nd Generation ◽  
Palladium Catalyzed

scholarly journals Total Synthesis of (±)-Lysergic Acid, Lysergol, and Isolysergol by Palladium-Catalyzed Domino Cyclization of Amino Allenes Bearing a Bromoindolyl Group

2008 ◽  
Vol 10 (22) ◽  
pp. 5239-5242 ◽  
Author(s):  
Shinsuke Inuki ◽  
Shinya Oishi ◽  
Nobutaka Fujii ◽  
Hiroaki Ohno
Keyword(s):  
Total Synthesis ◽  
Lysergic Acid ◽  
Palladium Catalyzed

scholarly journals Total Synthesis of (+)-Spiroindimicin A via Asymmetric Palladium-Catalyzed Spirocyclization

2021 ◽  
Author(s):  
Zhen Zhang ◽  
Sneha Ray ◽  
Leah Imlay ◽  
Lauren Callaghan ◽  
Hanspeter Niederstrasser ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Human Health ◽  
Neglected Tropical Diseases ◽  
Indole Alkaloids ◽  
Sleeping Sickness ◽  
Tropical Diseases ◽  
African Sleeping Sickness ◽  
Palladium Catalyzed ◽  
Natural Precursor

<p>The spiroindimicins are a unique class of chlorinated indole alkaloids characterized by three heteroaromatic rings structured around a congested spirocyclic stereocenter. Here, we report the first total synthesis of (+)-spiroindimicin A, which bears a challenging C-3’/C-5’’-linked spiroindolenine. We detail our initial efforts to effect a biomimetic oxidative spirocyclization from its proposed natural precursor, lynamicin D, and describe how these studies shaped our final abiotic 9-step solution to this complex alkaloid built around a key asymmetric Pd-catalyzed spirocyclization. Scalable access to spiroindimicins A, H, and their congeners has enabled discovery of their activity against several parasites relevant to human health, providing potential starting points for new therapeutics for the neglected tropical diseases leishmaniasis and African sleeping sickness.</p>

ChemInform Abstract: Application of the Palladium-Catalyzed Norbornene-Assisted Catellani Reaction Towards the Total Synthesis of (+)-Linoxepin (V) and Isolinoxepin (VI).

ChemInform ◽  
2015 ◽  
Vol 46 (6) ◽  
pp. no-no
Author(s):  
Zafar Qureshi ◽  
Harald Weinstabl ◽  
Marcel Suhartono ◽  
Hongqiang Liu ◽  
Pierre Thesmar ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Palladium Catalyzed

Total Synthesis of (–)-Strempeliopine via Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation

2021 ◽  
Author(s):  
Yi An ◽  
Mengjuan Wu ◽  
Weijian Li ◽  
Yaling Li ◽  
Zhenzhen Wang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Allylic Alkylation ◽  
Asymmetric Allylic Alkylation ◽  
Enantioselective Total Synthesis ◽  
Synthetic Strategy ◽  
Palladium Catalyzed ◽  
The Absolute ◽  
Set Up

Reported herein a concise and enantioselective total synthesis of Schizozygine alkaloids (–)-strempeliopine. This synthetic strategy features a palladium-catalyzed decarboxylative asymmetric allylic alkylation of N-benzoyl lactam to set up the absolute...

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