111768-71-9

Upstream product

• 201230-82-2 carbon monoxide 
• 90663-07-3 3-Methyl-3-(4-methylphenyl)-1,4-pentadien 
• 4608-43-9 2,3-dimethyl-3-(4-methylphenyl)-cyclopentanol 
• 122-00-9 para-methylacetophenone 
• 253663-98-8 2-methyl-3-p-tolylbut-3-enoic acid ethyl ester 
• 253664-04-9 2-methyl-1-oxo-3-p-tolylbut-3-ene-1-diazonium 
• 25112-86-1 2-Methylcyclopent-1,3-dione monoethyl enol ether 
• 130399-00-7 1,2,3,9b-Tetrahydro-7,9b-dimethylcyclopentabenzothiopyran 
• 130398-92-4 cis-1,2,3,3a,4,9b-Hexahydro-7,9b-dimethylcyclopentabenzothiopyran 
• 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 
• 54158-61-1 2-methyl-3-(4-methylphenyl)-2-cyclopentenone 
• 917-54-4 methyllithium 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 51704-29-1 α-cuparenone 
• 4608-43-9 2,3-dimethyl-3-(4-methylphenyl)-cyclopentanol 
• 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.

2-Aryl-5-epoxynitrile anion cyclizations : Total syntheses of (±)-α-cuparenone and (±)-epilaurene

Total syntheses of the cyclopentane sesquiterpenes of the title using an epoxynitrile anion cyclization reaction as key step, are described. The preferential formation of the cyclopentane ring from a terminal disubstituted 5-epoxynitrile (e.g. 2b) had not previously been observed. The 2-aryl substituent is reasonably assumed to be responsible for this divergence.

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.

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.

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.

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

A radical cyclisation based strategy to cuparenoids; synthesis of (+)-α-cuparenone, (+)-epilaurene and laurenes

Mercuric acetate catalysed one pot Claisen rearrangement of the cinnamyl alcohol 5, generated the pent-4-enal 9, which on homologation resulted the hex-5-enal 10. Radical cyclisation of the radical anion derived from 10, followed by oxidation provided the