14539-76-5

Upstream product

• 89-78-1 menthol 
• 104-15-4 toluene-4-sulfonic acid 
• 2216-52-6 Neomenthol 
• 98-59-9 p-toluenesulfonyl chloride 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 490-99-3 DL-neomenthol 

Downstream Products

• 139756-61-9 (1R,2S,5R)-1-cyclopentadienyl-cis-5-methyl-trans-2-(2-propyl)cyclohexane 
• 891826-22-5 cyclopenta-1,3-dienyl-(1S,2S,5R)-4-methyl-1-(prop-2-yl)-cyclohexane 
• 619-52-3 (1R)-menth-3-ene 
• 854823-95-3 4-chloro-p-menthane 
• 91138-81-7 8-chloro-p-menthane 
• 1372878-68-6 2-{[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfonyl}-1H-imidazole 
• 1372878-72-2 1-methyl-2-{[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfonyl}-1H-imidazole 
• 1372878-76-6 2-{[(1S,2S,5R)-2-isopropyl-5-methylcyclohexyl]sulfonyl}-1H-benzimidazole 
• 1355709-97-5 2-[((1S,2S,5R)-2-isopropyl-5-methylcyclohexyl)sulfanyl]-1H-imidazole 
• 1355709-99-7 2-[((1S,2S,5R)-2-isopropyl-5-methylcyclohexyl)sulfanyl]-1H-benzimidazole 
• 1355709-98-6 1-methyl-2-[((1S,2S,5R)-2-isopropyl-5-methylcyclohexyl)sulfanyl]-1H-imidazole 
• 53273-24-8 (1S,2S,5R)-(+)-neomenthyl thiol 
• 910660-22-9 (+)-dineomenthyl diselenide 
• 1462351-55-8 (1S,2S,5R)-(+)-neomenthyl selenol 

Relevant academic research and scientific papers

Chirality transfer through sulfur or selenium to chiral propellers

The mechanism of chirality transfer from a chiral alkyl substituent to a trityl moiety through sulfur or selenium atoms is analysed and discussed on the basis of ECD measurements, DFT structure and ECD spectra calculations. It is shown that the presence o

Synthesis of new monoterpene sulfonylimidazoles

Sulfonylimidazoles of monoterpenes of menthane, pinane, and carane nature were synthesized in 83-98% yields.

Practical synthesis of optically pure menthylamines starting from racemic neomenthol

A reliable and scalable route to racemic and highly enantiomerically enriched menthylamines exploits the technical product rac-neomenthol as the starting material. The elaborated protocol is based on nucleophilic substitution of the hydroxy moiety by azide. Subsequent reduction and resolution with tartaric acid provides the desired optically enriched menthylamines.

Clarification of the stereochemical course of nucleophilic substitution of arylsulfonate-based nucleophile assisting leaving groups

(Chemical Equation Presented) Secondary alcohols modified as tosylates, PEG-sulfonates, or quisylates undergo inversion of configuration at the reacting center when treated with lithium halide in acetone at reflux, where the PEG-sulfonates and quisylates are substantially more reactive. In sterically hindered cases, elimination is a competing process. In contrast, when treated with TiCl4, simple secondary sulfonates give chloride products with partial inversion of configuration. Any observed retention of configuration in a given alkyl sulfonate substrate under these conditions is likely due to neighboring group participation or diastereoselective attack on a carbocation (or ion pair) rather than an SNi mechanism.

Syntheses and reactions of new optically active terpene dialkyl diselenides

The reaction of sodium diselenide with optically active alkyl tosylates or chlorides is found to be a useful method for the synthesis of optically active dialkyl diselenides. Optically active monoterpene diselenides derived from menthane, carane, pinane,

An efficient and selective tosylation of alcohols with p-toluenesulfonic acid

Silica chloride has been found to be an efficient catalyst for facile tosylation of alcohols directly with p-toluenesulfonic acid in methylene chloride under reflux. The process is associated with selective tosylation of secondary alcohols over primary al

Cobalt(II) catalyzed tosylation of alcohols with p-toluenesulfonic acid

Cobalt(II) chloride hexahydrate (CoCl2·6H2O) has been found to catalyze the tosylation of both aliphatic and aromatic alcohols with p-toluenesulfonic acid (p-TsOH) in high yields in 1,2-dichloroethane under reflux (ca. 80°C). In the

ZrCl4 as an efficient catalyst for selective tosylation of alcohols with p-toluenesulfonic acid

Tosylation of alcohols has directly been carried out with p-toluenesulfonic acid in methylene chloride under reflux using ZrCl4 as a catalyst. Primary alcohols were found to be tosylated chemoselectively over secondary alcohols.

Mechanisms of stereocontrol for doubly silylene-bridged Cs- and Cl-symmetric zirconocene catalysts for propylene polymerization. Synthesis and molecular structure of Li2[(1,2-Me2Si)2{C5H

Doubly [SiMe2]-bridged metallocenes (1,2-SiMe2)2{η5-C5H 2-4-R}{η5-C5H-3,5-(CHMe2) 2}ZrCl2 (R = H (1a), CHMe2 (1b), SiMesub

Syntheses of Chiral Menthyl and Neomenthyl Sulfides, Sulfoxides and Sulfones

Attempts to synthesize stereospecifically menthanethiol (2) and menthyl thiocyanate (3) from suitable electrophilic neomenthyl substrates (4a-c) and a variety of sulfur nucleophiles failed or predominatly led to β-elimination products.Almost quantitative