104870-79-3

Upstream product

• 89-82-7 pulegone 
• 5949-05-3 (S)-Citronellal 
• 7540-51-4 (S)-3,7-dimethyl-6-octen-1-ol 
• 89-79-2 (S)-2-Isopropenyl-5-methyl-cyclohexanol 
• 529-00-0 (S)-isopulegone 
• 108-86-1 bromobenzene 
• 3391-90-0 (S)-(-)-pulegone 
• 104870-80-6 (1R,2R,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexanol 

Downstream Products

• 342898-24-2 (1R,2R,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-1-(2'-pyridyl)cycloxexan-1-ol 
• 65253-04-5 (-)-8-phenylmenthol 
• 104870-80-6 (1R,2R,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexanol 
• 100101-42-6 (1S,2R,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexanol 
• 104870-75-9 (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-cyclohexan-1-ol 
• 116044-16-7 (1'R,2'S,5'R)-2'-(1-methyl-1-phenylethyl)-5'-methylcyclohexyl 3,5-dinitrobenzoate 
• 57707-91-2 (1S,2R,5S)-8-(+)-phenylmenthol 
• 122517-58-2 (-)-(1R,2S,5S)-5-Methyl-2-(1-methyl-1-phenylethyl)cyclohexanol 
• 217440-31-8 (1-{(1S,4R)-2-[1-Methoxy-meth-(E)-ylidene]-4-methyl-cyclohexyl}-1-methyl-ethyl)-benzene 
• 217440-32-9 (1S,2R,5R)-5-Methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexanecarbaldehyde 

Relevant academic research and scientific papers

Stereoselective cathodic synthesis of 8-substituted (1R,3R,4S)-menthylamines

The electrochemical generation of menthylamines from the corresponding menthone oximes equipped with an additional substituent in position 8 is described. Due to 1,3-diaxial interactions a pronounced diastereoselectivity for the menthylamines is found.

Synthesis and characterization of all stereoisomers of 8-phenylmenthol

New, improved and/or specific syntheses of the diastereoisomers of (-)-8-phenylmenthol are described. The configurations of these products, usable as chiral auxiliaries, were confirmed by X-ray diffractometry of their 3,5-dinitrobenzoates.

Improved Asymmetric Synthesis of 8-Arylmenthols

A two-step synthesis of a set of arylmenthones 3 from R(+)-pulegone 2 via their silylenoethers 4 is proposed leading in high yields to 8-arylmenthols 1.

Large-Scale Preparation of Pure (+)-(1S,2R,5S)-5-Methyl-2-(1-methyl-1-phenylethyl)cyclohexanol

A procedure is described for the preparation of (S)-(-)pulegone, (-)-1, starting from (S)-(-)citronellol, (-)-6, in a preparative scale.Compound (-)-1 can easily be converted into (+)-(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexanol: (+)-2 by a procedure described in literature, which was simplified essentially.Now (+)-2 is accessible in larger amounts and thus is available as an efficient chiral auxiliary in stoichiometric asymmetric syntheses.