125590-25-2

Upstream product

• 544-97-8 dimethyl zinc(II) 
• 109334-10-3 (4R)-3,4-dimethyl-4-(p-tolyl)-2-cyclopentenone 
• 515826-81-0 MeCu*BF₃ 
• 124909-15-5 (R)-3,3,4-Trimethyl-4-p-tolyl-hexanedioic acid 
• 124909-12-2 (S)-2,2,3-Trimethyl-3-p-tolyl-butane-1,4-diol 
• 124909-14-4 (R)-3,3,4-Trimethyl-4-p-tolyl-hexanedinitrile 
• 124909-11-1 (S)-2,2,3-Trimethyl-3-p-tolyl-succinic acid dimethyl ester 
• 124909-13-3 C₂₈H₃₄O₆S₂ 
• 124909-15-5 (-)-3,3,4-trimethyl-4-(4-methylphenyl)hexanedioic acid 
• 332035-55-9 (1S,5S)-4,4-dimethyl-5-p-tolylbicyclo[3.1.0]hexan-2-one 
• 124909-12-2 2,3,3-trimethyl-2-(4-methylphenyl)-1,4-butanediol 
• 124909-14-4 (S)-3,3,4-Trimethyl-4-p-tolyl-hexanedinitrile 
• 124909-11-1 dimethyl-2,3,3-trimethyl-2-(4-methylphenyl)succinate 
• 124909-13-3 C₂₈H₃₄O₆S₂ 

Downstream Products

• 56324-31-3 (S)-1-methyl-4-(1,2,2-trimethylcyclopentyl)benzene 

Relevant academic research and scientific papers

Synthesis of (S)-(-)-β-cuparenone and (S)-(-)-cuparene

A short and efficient synthesis of the title compounds is described. (S)-(-)-β-Cuparenone was prepared in 31% yield from p-tolualdehyde and mesityl oxide in eight steps. Absolute stereochemistry was established by means of a diastereoselective cyclopropan

ENANTIOCONTROLLED SYNTHESES OF THE CUPARENE SESQUITERPENES, (-)-HERBERTENE, (+)-β-CUPARENONE, (-)-DEBROMOAPLYSIN, AND (-)-APLYSIN

Enantiocontrolled syntheses of the Cuparene sesquiterpenes, (-)-herbertene, (+)-cuparenone, (-)-debromoaplysin, and (-)-aplysin, have been achieved starting from the optically active tricyclic dienone by employing a Fischer indolization reaction under non-acidic conditions as the key step.

SYNTHESIS AND UTILIZATION OF OPTICALLY ACTIVE 2-SUBSTITUTED 4-(TRIMETHYLSILYL)CYCLOPENTANONES: SYNTHESIS OF (-)-MASSOIALACTONE AND (+)-β-CUPARENONE

Ring contraction by BF3*Et2O catalyzed epoxide rearrangement of 3-substituted 5-trimethylsilyl-2,3-epoxycyclohexanones gave the corresponding 2-substituted 4-(trimethylsilyl)cyclopentanones diastereoselectively.Synthesis of (-)-massoialactone and (+)-β-cuparenone utilizing the above transformation is also described.

TOTAL SYNTHESIS OF (R)-(-)-β-CUPARENONE

(R)-(-)-β-Cuparenone has been synthesized from (S)-(+)-acid-2 obtained via resolution of the racemic acid.Two of the noteworthy steps are (a) repeated methylation of ester (+)-8 with LDA/MeI to furnish (+)-10 and (b) the reaction of 12, having two neopent