4031-57-6

Upstream product

• 1946-00-5 (1S,2S,4R)-limonene-1,2-diol 
• 5989-27-5 D-limonene 
• 4031-52-1 (1S,2S,5R)-2-methyl-5-(propan-2-yl)cyclohex-3-ene-1,2-diol 
• 64-17-5 ethanol 
• 1195-31-9 (+)-p-menth-1-ene 
• 125627-55-6 (1S,2S,4R)-4-isopropyl-1-methyl-2-phenylselenenylcyclohexan-1-ol 
• 61585-35-1 p-menth-1-ene 
• 1195-92-2 Limonene oxide 
• 138-86-3 limonene. 
• 1946-00-5 (1RS,2SR,4RS)-p-menth-8-ene-1,2-diol 
• 4680-24-4 cis-(R)-limonene oxide 

Downstream Products

• 5206-83-7 (1R,4R)-(+)-carvomenthone 
• 1975-33-3 (1S,4R)-1-hydroxy-p-menthan-2-one 
• 3858-47-7 isocarvomenthol 
• 2102-60-5 (-)-O-(3.5-dinitro-benzoyl)-trans-carvotanacetol 
• 1845-60-9 3,5-dinitro-benzoic acid-((1R)-neocarvomenthyl ester) 
• 31269-74-6 trans-(1S,5R)-5-isopropyl-2-methyl-2-cyclohexen-1-ol 
• 1845-60-9 3,5-dinitro-benzoic acid-((1S)-isocarvomenthyl ester) 
• 499-70-7 methyl-2 isopropyl-5 cyclohexanone 
• 2102-60-5 (+/-)-3,5-dinitro-benzoic acid-(trans-p-menth-6-en-2-yl ester) 

Relevant academic research and scientific papers

Stereoselective selenium catalyzed dihydroxylation and hydroxymethoxylation of alkenes

The selenium atom of the selenocysteine plays a crucial role in the reduction of peroxides. Herein we showed that, in the absence of a thiol cofactor, the same aminoacid efficiently catalyzed the dihydroxylation of carbon-carbon double bonds leading to the stereoselective formation of 1,2-diols at room temperature and in on water conditions. Alternatively, in the presence of methanol, the corresponding β-methoxyalcohol can be prepared. The stereoselectivity of the reaction will be discussed and NMR evidences of the actual catalyst are here reported.

Diastereo and enantioselective synthesis of 1,2-diols promoted by electrophilic selenium reagents

Here we report the first example in which the phenylseleno group is directly substituted by a hydroxy function. The reaction is promoted by the PhSeOSO3H generated "in situ" by oxidation of (PhSe)2 with (NH4)2S2O8 at reflux in a 3:1 mixture of MeCN-H2O. I

Hydrogenation en phase liquide sur Pd/C de derives mono et disubstitues du limonene

Various derivatives of limonene, either monosubstituted: cis and trans-β-terpineols, (+) neodihydrocarveol, (-) isopulegol, or disubstituted: (+)-trans-N,N-2-dimethylamino-8-trans-p-menthene-1-ol, (+)-N,N-1-dimethylaminoneodihydrocarveol and (+)-trans-N,N-2-dimethylamino-8-cis-p-menthene-1-ol, have been hydrogenated on Pd/C or Adams PtO2 at 25 deg C and under a pressure of 1 atm in ether.With PtO2 the only product obtained has the same configuration as the starting material.On the opposite, due to its isomerising character, Pd/C leads to a mixture of two stereoisomers by racemisation of the asymmetric carbon at position 4 through migration of the exocyclic isopropenyl double bond.In the case of (+) neohydrocarvomenthone (4R) the double bond enters the ring, and so (+) carvomenthone (4R) and (-) isocarvomenthone (4S) are obtained.