142835-89-0

Upstream product

• 75-16-1 methylmagnesium bromide 
• 4573-50-6 (-)-piperitone 
• 10458-14-7 (2R,5S)-menthone 
• 142835-88-9 (2S,5R)-6-phenylselenenylmenthone 
• 4573-50-6 (S)-(+)-piperitone 
• 20152-35-6 3,3-Dimethyl-6-(1-methylethyl)-1-trimethylsilyloxy-1-cyclohexen 
• 74-88-4 methyl iodide 
• 106-95-6 allyl bromide 
• 75-36-5 acetyl chloride 
• 15681-48-8 lithium dimethylcuprate 
• 917-54-4 methyllithium 

Downstream Products

• 107259-70-1 (-)-cis-(1R,2R)-2-isopropyl-5,5-dimethylcyclohexanol 
• 105252-14-0 cis-3,3-Dimethyl-6-(1-methylethyl)-2-(2-propenyl)-1-cyclohexanon 
• 105252-26-4 5,5-Dimethyl-2-(1-methylethyl)-2-(2-propenyl)-1-cyclohexanon 
• 105252-12-8 cis-2,3,3-Trimethyl-6-(1-methylethyl)-1-cyclohexanon 
• 142835-90-3 (S)-(-)-4,4-dimethyl-1-isopropyl-2-methylidenecyclohexane 
• 20152-35-6 3,3-Dimethyl-6-(1-methylethyl)-1-trimethylsilyloxy-1-cyclohexen 

Relevant academic research and scientific papers

METHYL MENTHOL DERIVATIVE AND COOLING AGENT COMPOSITION CONTAINING SAME

The purpose of the present invention is to provide a cooling agent composition containing a novel methyl menthol derivative having no undesirable feeling of stimulation, malodor, bitterness, or the like, it being possible to use the cooling agent composit

Allyl-Palladium-Catalyzed Ketone Dehydrogenation Enables Telescoping with Enone α,β-Vicinal Difunctionalization

The telescoping of allyl-palladium catalyzed ketone dehydrogenation with organocuprate conjugate addition chemistry allows for the introduction of aryl, heteroaryl, vinyl, acyl, methyl, and other functionalized alkyl groups chemoselectively to a wide variety of unactivated ketone compounds via their enone counterparts. The compatibility of the dehydrogenation conditions additionally allows for efficient trapping of the intermediate enolate with various electrophiles. The utility of this approach is demonstrated by comparison to several previously reported multistep sequences.

The Lewis acid-catalyzed intramolecular asymmetric ene reaction using a chiral α-cyanovinylic sulfoxide as an enophile

A chiral α-cyanovinylic sulfoxide served as an efficient chiral enophile in a Lewis acid-catalyzed intramolecular ene reaction. Use of diethylaluminum chloride as a catalyst provided extremely high stereoselectivity in the ene reaction. The stereochemistry of the ene reaction products were determined by chemical correlation and the NMR spectral analysis. A mechanistic pathway for the asymmetric induction is presented on the basis of the stereochemical results obtained.

Lewis Acid-catalyzed Intramolecular Asymmetric Ene Reactions of Chiral Vinyl Sulfoxides

A chiral α-cyanovinyl sulfoxide served as an efficient chiral enophile in a Lewis acid-catalyzed intramolecular ene reaction.Use of diethylaluminum chloride as a catalyst provided extremely high stereoselectivity in this ene reaction.Based on the stereochemical results obtained, a mechanistic pathway for this asymmetric induction is presented.

Structure-Odor Correlation, V. - From Menthone to Shyobunone - Change of Odor with Structure

Derivatives of menthone (4) were prepared by substitution at C-2 or C-3 whereby increasing similarity with the shyobunones (1, 2) should be achieved.Thus, the 3,3-disubstituted ketones 5-11 were synthesized by 1,4-addition to piperitone(3).The ketones 18 and 19 substituted at C-2 were prepared via the silyl ether 15.Analogously the ketones 22-25 have been synthesized.The ketones 28 and 29 were obtained from 15 via the diketone 20 and the aldol 21. - Key compound for the synthesis of 43 and 44 as well as 1 and 2 by 1,4-addition was the known ketone 40.While preparing 40 the side products 41 and 42 have also been obtained.The olfactory properties of the substituted menthones change stepwise from the minty odor of 4 by addition of spicy and woody notes up to those of 1 and 2 which possess a fruity-earthy-woody odor.