109334-10-3

Upstream product

• 109334-08-9 (R)-2-Chloro-4-methyl-4-p-tolyl-cyclopent-2-enone 
• 2947-61-7 (4-methylphenyl)acetonitrile 
• 156817-47-9 (Z)-2-(p-methylphenyl)-2-buten-1-ol 
• 109334-07-8 (3S,4S)-2,2-Dichloro-4-methyl-3-((1S,2R)-2-phenyl-cyclohexyloxy)-4-p-tolyl-cyclobutanone 
• 109334-06-7 1-Methyl-4-[(E)-1-methyl-2-((1S,2R)-2-phenyl-cyclohexyloxy)-vinyl]-benzene 
• 109334-05-6 1-Methyl-4-[1-((1S,2R)-2-phenyl-cyclohexyloxymethyl)-vinyl]-benzene 
• 40089-09-6 1-(3-chloroprop-1-en-2-yl)-4-methylbenzene 
• 183275-44-7 (1R,4R,5S)-1-p-tolyl-4-[(1R,2S)-(2-phenylcyclohexyl)oxy]-7-thiabicyclo[3.3.0]octan-3-one 
• 183275-45-8 (2R,3S,4R)-3,4-dimethyl-2-[(1R,2S)-(2-phenylcyclohexyl)oxy]-4-(p-tolyl)cyclopentanone 

Downstream Products

• 25090-79-3 (S)-(+)-β-cuparenone 
• 28152-91-2 (R)-(+)-β-cuparenone 

Relevant academic research and scientific papers

Asymmetric total synthesis of (R)-α-cuparenone, (S)-cuparene and formal synthesis of (R)-β-cuparenone through Meinwald rearrangement and ring closing metathesis (RCM) reaction

Asymmetric synthesis of enantiopure cuparenoid sesquiterpenes (R)-α-cuparenone, (S)-cuparene and a formal synthesis of (R)-β-cuparenone was presented in this article. Meinwald rearrangement of an enantiopure trisubstituted 2,3-epoxy alcohol derivative was

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