1632142-54-1

Upstream product

• 4463-33-6 1,2-dimethoxy-3-methylbenzene 
• 7732-18-5 water 

Downstream Products

• 1632142-56-3 (R,E)-3-(2,3-dimethoxy-4-methylphenyl)-N,N,3-trimethyl-5-phenylpent-4-enamide 
• 1632142-57-4 (R,E)-4-(2,3-dimethoxy-4-methylphenyl)-4-methyl-6-phenylhex-5-en-2-one 
• 1632142-58-5 (S)-2-(2,3-dimethoxy-4-methylphenyl)-2-methyl-4-oxopentanal 
• 1632142-59-6 (R)-4-(2,3-dimethoxy-4-methylphenyl)-4-methylcyclopent-2-enone 
• 1632142-55-2 C₁₉H₂₂O₃ 

Relevant academic research and scientific papers

Asymmetric Total Syntheses of Di- and Sesquiterpenoids by Catalytic C?C Activation of Cyclopentanones

To show the synthetic utility of the catalytic C?C activation of less strained substrates, described here are the collective and concise syntheses of the natural products (?)-microthecaline A, (?)-leubehanol, (+)-pseudopteroxazole, (+)-seco-pseudopteroxazole, pseudopterosin A–F and G—J aglycones, and (+)-heritonin. The key step in these syntheses involve a Rh-catalyzed C?C/C?H activation cascade of 3-arylcyclopentanones, which provides a rapid and enantioselective route to access the polysubstituted tetrahydronaphthalene cores presented in these natural products. Other important features include 1) the direct C?H amination of the tetralone substrate in the synthesis of (?)-microthecaline A, 2) the use of phosphoric acid to enhance efficiency and regioselectivity for problematic cyclopentanone substrates in the C?C activation reactions, and 3) the direct conversion of serrulatane into amphilectane diterpenes by an allylic cyclodehydrogenation coupling.

Total synthesis of (-)-HM-3 and (-)-HM-4 utilizing a palladium-catalyzed addition of an arylboronic acid to an allenic alcohol followed by eschenmoser-claisen rearrangement

The first asymmetric total synthesis of (-)-HM-3 and (-)-HM-4, aromatic sesquiterpenes isolated from the phytopathogenic fungus Helicobasidium mompa, has been achieved. Highlight of the synthesis is an enantiospecific construction of the quaternary carbon stereocenter utilizing a palladium-catalyzed addition of arylboronic acid to the allenic alcohol followed by Eschenmoser-Claisen rearrangement. Georg Thieme Verlag Stuttgart New York.