121402-69-5

Upstream product

• 139618-41-0 (2S,3aS,4R,7S,7aR)-2-Methyl-2-p-tolyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one 
• 131110-72-0 (2S,4S)-2-p-Tolyl-4-trimethylsilanyl-cyclopentanone 
• 142944-74-9 (+)-3-p-tolyl-5-trimethylsilyl-3-(trimethylstannyl)cyclohexanone 
• 141045-50-3 (3S)-3-methyl-3-(4-methylphenyl)pentane-1,4-diol 
• 121402-60-6 (2RS,3S,4S)-4-benzyloxycarbonyl-4-hydroxy-2-methoxycarbonyl-3-methyl-3-p-tolyl-1-cyclopentanone 
• 121468-99-3 (3S,4S)-4-benzyloxycarbonyl-4-hydroxy-3-methyl-3-p-tolyl-1-cyclopentanone 
• 118204-77-6 (+)-4-benzyloxycarbonyl-4-hydroxy-2-methoxycarbonyl-3-methylcyclopent-2-en-1-one 
• 121402-64-0 (1RS,3S,4S)-4-hydroxymethyl-3-methyl-3-p-tolyl-1,4-cyclopentanediol 
• 15106-88-4 di(p-tolyl)zinc 
• 121402-65-1 (2S,4RS)-4-hydroxy-2-methyl-2-p-tolyl-1-cyclopentanone 
• 124-63-0 methanesulfonyl chloride 
• 141045-52-5 (S)-(+)-3-methyl-3-(4-methylphenyl)-4-oxopentanal 
• 131176-99-3 (2S,4S)-2-Methyl-2-p-tolyl-4-trimethylsilanyl-cyclopentanone 

Downstream Products

• 121469-00-9 (-)-(S)-2-methyl-2-(4-methylphenyl)cyclopentanone 
• 121402-70-8 (1RS,5S)-1,4-dimethyl-5-p-tolyl-2-cyclopenten-1-ol 
• 109334-10-3 (4R)-3,4-dimethyl-4-(p-tolyl)-2-cyclopentenone 

Relevant academic research and scientific papers

Lewis Acid-induced Reaction of Silicon-containing Stannyl Ketones and Its Application to the Synthesis of (+)-β-Cuparenone

Lewis acids activated only stannyl group in the silicon-containing stannyl ketones.The silyl group neither participated in the reaction directly, nor excerted any influences upon the reaction mode of the stannyl group.The reaction was applied for the synt

Asymmetric Construction of Quaternary Carbons from Chiral Malonates: Selective and Versatile Total Syntheses of the Enantiomers of α- and β-Cuparenones from a Common Optically Active Precursor

From a single chiron (R)-4, available with high enantiomeric purity (96percent) by simple enzymatic hydrolysis (PLE) of a prochiral malonate, were prepared convenient precursors of the two enantiomers of α- and β-cuparenones (1a,b and 2a,b).This versatile

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.

Formal synthesis of (-)-α- and (+)-β-Cuparenones, Cuparene, and Laurene

This paper describes formal synthesis of the title compounds from easily prepared chiral synthon (+)-5.One of the structural features of the cuparene family is the presence of vicinal quaternary carbons on the five-membered ring.The quaternary carbon with