5259-66-5

Upstream product

• 108-75-8 2,4,6-trimethyl-pyridine 
• 2158-59-0 cryptone 
• 60410-64-2 2,4,6-trimethylpyridine hydrobromide 
• 113580-94-2 4-chloro-4-(1'-methylethyl)cyclohexan-1-one 
• 121-69-7 N,N-dimethyl-aniline 
• 513-20-2 sabinaketone 
• 51840-50-7 1-(3-methylbut-1-en-1-yl)piperidine 
• 78-94-4 methyl vinyl ketone 
• 4746-97-8 cyclohexanedione monoethylene ketal 
• 170011-47-9 1,4-dioxaspiro[4.5]dec-7-en-8-yl trifluoromethanesulfonate 
• 2158-60-3 8-(1-methylethyl)-1,4-dioxaspiro<4.5>-7-decene 
• 590-86-3 isovaleraldehyde 
• 57422-87-4 (E)-1-(3-methylbut-1-en-1-yl)piperidine 
• 38651-65-9 (1R,5S)-(+)-nopinone 

Downstream Products

• 586-82-3 (+/-)-4-isopropyl-1-methyl-3-cyclohexen-1-ol 
• 2158-59-0 cryptone 
• 108236-09-5 4-isopropyl-cyclohex-3-enone-(2,4-dinitro-phenylhydrazone) 
• 99-84-3 beta-terpinene 

Relevant academic research and scientific papers

A Straightforward Synthesis of Trideuterated α-Terpinene for Mechanistic Studies

Regiospecifically trideuterated (2,6,6-2H3)-α-terpinene was prepared in six steps and with a deuterium incorporation of >99 % in 24 % yield from 1,4-cyclohexanedione monoethylene ketal. The synthetic procedure involved twofold cross-coupling reactions of alkylcuprates (lithium dimethylcuprate and chloromagnesium cyano(isopropyl)cuprate, respectively) with enol triflates to introduce the alkyl substituents on the 1,3-cyclohexadiene backbone. By changing the alkylcuprates, the synthetic approach could serve as a prototype for the synthesis of various 1,4-dialkyl-substituted 1,3-cyclohexadiene derivatives, which could be deuterium-labeled as well, for example for mechanistic studies.

Asymmetric approach toward chiral cyclohex-2-enones from anisoles via an enantioselective isomerization by a new chiral diamine catalyst

A 3-step asymmetric approach toward the optically active chiral cyclohex-2-enones from anisoles has been developed. The crucial asymmetric induction step is an unprecedented catalytic enantioselective isomerization of β,γ-unsaturated cyclohex-3-en-1-ones

Synthesis of (1S,4R)-4-isopropyl-1-methyl-2-cyclohexen-1-ol, the aggregation pheromone of the ambrosia beetle Platypus quercivorus, its racemate, (1R,4R)- and (1S,4S)-isomers

(S)-Perillyl alcohol was converted to (R)-cryptone (91.5-93% ee) in six steps, which was then treated with methyllithium to give (1S,4R)-4-isopropyl-1-methyl-2-cyclohexen-1-ol, the aggregation pheromone of the ambrosia beetle Platypus quercivorus. The racemic pheromone was also prepared by methylation of (±)-cryptone. Both (1R,4R)- and (1S,4S)-isomers (98% ee) of the pheromone were synthesized from the enantiomers of dihydrolimonene oxide.

Michael, Michael-aldol and Michael-Michael reactions of enolate equivalents of butane-2,3-diacetal protected glycolic acid derivatives

Consecutive coupling reactions of butane-2,3-diacetal protected glycolic acid derivatives with Michael acceptors and aldehydes are reported. An enantiopure sample of this building block was used to kinetically resolve a chiral Michael acceptor present as a racemic mixture of enantiomers. The Royal Society of Chemistry 2005.