733001-85-9

Upstream product

• 13720-58-6 1-(2,5-Dimethoxy-4-methyl-phenyl)-ethanone 
• 1619901-35-7 (S)-3-(2,5-dimethoxy-4-methylphenyl)-3-methylcyclopentanone 
• 51267-06-2 (2,5-Dimethoxy-4-methyl-phenyl)-acetic acid methyl ester 
• 733001-83-7 (3S,6S,7aR)-6-(2,5-dimethoxy-4-methylphenyl)-3-isopropyl-6,7a-dimethyltetrahydropyrrolo[2,1-b]oxazol-5-one 
• 733001-82-6 (3S,7aR)-6-(2,5-Dimethoxy-4-methyl-phenyl)-3-isopropyl-7a-methyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 733001-84-8 (S)-2-(2,5-dimethoxy-4-methylphenyl)-2-methyl-4-oxopentanal 
• 733001-80-4 methyl 2-(2,5-dimethoxy-4-methylphenyl)-4-methyl-4-pentenoate 
• 733001-89-3 2-(2,5-dimethoxy-4-methylphenyl)-4-oxopentanoic acid 
• 733001-88-2 methyl 2-(2,5-dimethoxy-4-methylphenyl)-4-oxopentanoate 

Downstream Products

• 733001-86-0 (R)-4-(2,5-dimethoxy-4-methylphenyl)-4,5,5-trimethylcyclopent-2-en-1-one 

Relevant academic research and scientific papers

Synthesis of Cyclopentenones with C4-Quaternary Stereocenters via Stereospecific [3,3]-Sigmatropic Rearrangement and Applications in Total Synthesis of Sesquiterpenoids

A cationic gold(I)-catalyzed asymmetric [3,3]-sigmatropic rearrangement of sulfonium leads after cyclization to cyclopentenones with a C4-quaternary stereocenter. Starting with simple vinyl sulfoxides and propargyl silane, numerous compounds were isolated

Enantioselective palladium catalyzed conjugate additions of ortho-substituted arylboronic acids to β,β-disubstituted cyclic enones: Total synthesis of herbertenediol, enokipodin A and enokipodin B

The palladium-catalyzed conjugate addition (Michael addition) of ortho-substituted arylboronic acids to β,β-disubstituted cyclic enones, in particular 3-methyl cyclopent-2-enone and 3-methyl cyclohex-2-enone, is reported. With an achiral bipyridine-based palladium catalyst, good yields are obtained with a variety of ortho-substituted arylboronic acids. In the asymmetric version, good to very high enantiomeric excesses (up to 99% ee) are obtained, though the yields are moderate. The decreased yields are attributed to significant protodeboronation of the arylboronic acid. The developed methodology allows the efficient enantioselective synthesis of the very crowded, biologically active, sesquiterpenes herbertenediol, enokipodin A, and enokipodin B. This journal is the Partner Organisations 2014.

Total syntheses of enokipodins A and B utilizing palladium-catalyzed addition of an arylboronic acid to an allene

The enantioselective total syntheses of enokipodins A and B, α-cuparenone-type sesquiterpenoids with antimicrobial activity, have been achieved. The key step is the enantiospecific construction of the quaternary carbon center using a palladium-catalyzed a

Enantioselective total synthesis of enokipodins A-D, antimicrobial sesquiterpenes produced by the mushroom, Flammulina velutipes

The first enantioselective total synthesis of enokipodins A, B, C and D, highly oxidized α-cuparenone-type sesquiterpenoids possessing antimicrobial activity, was accomplished in 8-28% overall yields from methyl (2,5-dimethoxy-4-methylphenyl)acetate by ap

Enantioselective total synthesis of enokipodins A-D

The first enantioselective total synthesis of enokipodins A-D, highly oxidized α-cuparenone-type sesquiterpenoids with antimicrobial activity, was accomplished by using Meyers' diastereoselective alkylation protocol for the construction of the C7-quaterna