1753-40-8

Upstream product

• 858197-02-1 4-chloro-p-menthan-3-one 
• 65055-89-2 (R)-p-menthen-(3)-one-(5)-oxime 
• 117773-78-1 2-isopropyl-5-methylcyclohexanone 
• 10458-14-7 (2R,5S)-menthone 
• 702637-77-2 (R)-4-menthen-3-one anti-oxime 
• 89-82-7 pulegone 
• 29685-68-5 (1R,4R,6R)-1-isopropyl-4-methyl-7-oxa-bicyclo[4.1.0]heptan-2-one 
• 2623-23-6 L-menthyl acetate 
• 22564-83-6 Δ³-p-mentene 
• 22472-77-1 (1S,5R)-5-methyl-2-(1-methylethyl)cyclohex-2-en-1-ol 
• 53771-94-1 (5R)-5-methyl-2-(propan-2-yl)cyclohex-1-en-1-yl acetate 

Downstream Products

• 2216-51-5 (-)-menthol 
• 10458-14-7 (2R,5S)-menthone 
• 1196-31-2 (1R,4R)-(+)-isomenthone 
• 19013-37-7 dimethyl 3-methylglutarate 
• 547-63-7 Methyl isobutyrate 
• 677024-82-7 (5R)-1-ethyl-2-isopropyl-5-methylcyclohex-2-enol 
• 1496556-91-2 C₁₄H₂₄O₂ 
• 122571-97-5 (-)-2,6-di(p-methoxybenzylidene)-p-(4-menthen)-3-one 

Relevant academic research and scientific papers

(R)-n-menth-4-en-3-one and its derivatives in reactions with N-containing reagents

The reactions of (R)-n-menth-4-en-3-one and its derivatives with N-containing reagents were studied. New menthane-type acetamides were synthesized.

Thiylation of (R)-4-menthen-3-one and its derivatives

Thiylation of (R)-4-menthen-3-one and its derivatives was studied. New sulfides and sulfoxides of the menthane series were synthesized.

Sensitized Photooxygenation of Silyl Enol Ethers of Cyclic Ketones

α,β-Unsaturated and α-hydroxy ketones are accessible in prototropic ene-reactions with singlet oxygen by sensitized photooxygenation of cyclic silyl enol ethers and subsequent reduction and solvolysis.In a competing silatropic ene-reaction α-silyloxyketones are formed.Formation of different products depends on ring size, configuration and substitution.At C-6 chirally substituted 2-cyclohexenones are synthesized for the first time by sensitized photooxygenation of chiral silyl enol ethers of optically active starting ketones.

Synthesis of Optically Active Triazolinediones and Examination of Their Utility for Inducing Asymmetry in Diels-Alder Cycloaddition Reactions

(S)-(-)-α-Methylbenzylamine, dehydroabietylamine, and endo-bornylamine have been transformed into the optically pure triazolinediones via the respective isocyanates and urazoles.Their ability to discriminate between diastereomeric Diels-Alder transition states was determined in the case of two dienes, 2,4-p-menthadiene and α-phellandrene, which were prepared in racemic and optically active forms of known enantiomeric purity.Exhaustive cycloaddition to these dienes gave the needed pairs of adduct D reference points against which those obtained in the asymmetric induction studies could be compared.By this technique, simple plots of D vs. diastereomeric purity served to delineate not only the level of enantioselection but also the absolute configuration of the adducts.Due in part to their exceptionally high reactivity, the triazolinediones are not sufficiently selective to permit high levels of enantioselection.Rather, their usefulness lies in their ability to achieve nondestructive resolution of various nonobivously resolvable compounds.