22489-30-1

Upstream product

• 54158-61-1 2-methyl-3-(4-methylphenyl)-2-cyclopentenone 
• 75-24-1 trimethylaluminum 
• 5870-63-3 3-hydroxy-2-methyl-2-cyclopenten-1-one 
• 130399-01-8 1,2,3,9b-Tetrahydro-7,9b-dimethylcyclopentabenzothiopyran-5-oxide 
• 130398-99-1 1,2,3,3a,4,9b-Hexahydro-7,9b-dimethylcyclopentabenzothiopyran-5-oxide 
• 917-54-4 methyllithium 
• 75-16-1 methylmagnesium bromide 
• 765-69-5 2-Methylcyclopentane-1,3-dione 
• 22117-97-1 3-isobutoxy-2-methyl-2-cyclopenten-1-one 
• 139240-50-9 (S)-(-)-2-methyl-2-(p-tolyl)cyclobutanone 
• 145800-58-4 (S)-2-Methyl-1-oxiranyl-2-p-tolyl-cyclobutanol 
• 199799-26-3 4-(4-Methylphenyl)-4,5-dimethylcyclopent-2-enone 
• 4608-43-9 2,3-dimethyl-3-(4-methylphenyl)-cyclopentanol 
• 201230-82-2 carbon monoxide 

Downstream Products

• 51704-29-1 α-cuparenone 
• 4608-43-9 2,3-dimethyl-3-(4-methylphenyl)-cyclopentanol 
• 18452-41-0 (+)-laurene 
• 380379-43-1 laurene 

Relevant academic research and scientific papers

Unified approach to the sesquiterpenoids, lauranes and cyclolauranes: Total synthesis of (±)-isolaurene

A general approach to the total synthesis of sesquiterpene, isolaurene (1a) and cyclolaurene (2a) is featured from commercially available 3-methyl cyclopenten-2-one. The strategy includes a Stork-Danheiser sequence concomitant with a Ni(II)-catalyzed conj

Construction of an asymmetric quaternary carbon via an asymmetric aza-Claisen rearrangement and its application in the total synthesis of (+)-α-cuparenone

Excess lithium hexamethyldisilazide (LHMDS) with LiCl prompted the asymmetric aza-Claisen rearrangement of carboxamide and retarded the decomposition of its amide enolate. The addition of these two reagents was a key step that led to the total synthesis o

Lithium-liquid ammonia mediated carbocyclisation of δ,ε- unsaturated esters: Annulation of cyclopentanones

Lithium-liquid ammonia mediated carbanion cyclisation of δ,ε-unsaturated esters leading to cyclopentanes, fused as well as spiro, via annulation is described.

A simple synthesis of (±)-α-cuparenone

A short and simple synthesis of (±)-α-cuparenone from 4-methyl- acetophenone via acid catalyzed decomposition of a β,γ-unsaturated-α- diazoketone is described.

An efficient total synthesis of (±)-laurene

A short and efficient total synthesis of (±)-laurene using a Wittig olefination-Claisen rearrangement-Wacker oxidation protocol is described.

2-methylcyclopentane-1,3-dione: An efficient synthon for the synthesis of (±)-α-cuparenone

A very short and efficient synthesis of (±)-α-cuparenone was achieved in 4 steps from 2-methylcyclopentane-1,3-dione.

Metal mediated one-pot synthesis of cyclopentanones from allyl vinyl esters or diallyl ethers via tandem Claisen rearrangement and hydroacylation

Cyclopentanones 3 and 7 are generated in a one-pot procedure from allyl vinyl ethers 1 and diallyl ethers 4, respectively. The conversion is carried out in the presence of RhCl(cod)(dppe) or RuCl2(PPh3)3 at elevated temper

Synthesis of Vicinal Stereogenic Tertiary and Quaternary Centers Using Chiral Bicyclic Lactams and Diastereoselective Protonation. Asymmetric Synthesis of (+)-Laurene

The chiral bicyclic lactam 5, previously reported in the synthesis of (-)-α-cuparenone, was used to construct the more complex title compound 2.A mixture of cyclopentenones 8 and 9 was subjected to deprotonation/reprotonation to provide 8 in high diastereomeric excess.Transformation of 8 to the title compound was achieved by catalytic hydrogenation to 13, followed by methylenation with the Tebbe reagent.

Chiral Cyclobutanones as Versatile Synthons: the First Enantioselective Total Synthesis of (+)-Laurene

A novel and convenient route to the thermodynamically unstable ketone 11 via the cyclopentanone 8 which was synthesised by palladium-mediated ring expansion of the chiral siloxyvinylcyclobutanes 9 and 10 has been developed.This leads to an enantioselectiv

The First Enantioselective Total Synthesis of (+)-Laurene

The cyclopentenone 8, synthesized by palladium mediated ring expansion of the chiral vinylcyclobutanols 3 and 4, is converted to the thermodynamically unstable ketone 16 which on methylenation gives (+)-laurene 1.