565-50-4

Upstream product

• 917-64-6 methyl magnesium iodide 
• 85977-95-3 4t-hydroxy-4c-methyl-cyclohexane-r-carboxylic acid methyl ester 
• 586-81-2 γ-terpineol 
• 18172-67-3 beta-pinene 
• 80-56-8 rac-α-pinene 
• 138-86-3 limonene. 
• 25570-96-1 1,4-dibromo-p-menthane 
• 563-63-3 silver(I) acetate 
• 64-19-7 acetic acid 
• 7322-63-6 cis-p-menthan-8-ol 
• 20053-40-1 cis-Δ²-p-menthene-1,8-diol 
• 6994-90-7 (r-1,t-4)-4,8-epoxy-p-menthan-1-ol 
• 154843-75-1 Toluene-4-sulfonic acid 1-hydroxy-4-(1-hydroxy-1-methyl-ethyl)-cyclohexylmethyl ester 
• 470-82-6 1,8-Cineole 

Downstream Products

• 1127-33-9 1,8-dibromo-p-menthane 
• 98-55-5 terpineol 
• 138-86-3 limonene. 
• 586-62-9 Terpinolene 

Relevant academic research and scientific papers

Fe-Catalyzed Anaerobic Mukaiyama-Type Hydration of Alkenes using Nitroarenes

Hydration of alkenes using first row transition metals (Fe, Co, Mn) under oxygen atmosphere (Mukaiyama-type hydration) is highly practical for alkene functionalization in complex synthesis. Different hydration protocols have been developed, however, control of the stereoselectivity remains a challenge. Herein, highly diastereoselective Fe-catalyzed anaerobic Markovnikov-selective hydration of alkenes using nitroarenes as oxygenation reagents is reported. The nitro moiety is not well explored in radical chemistry and nitroarenes are known to suppress free radical processes. Our findings show the potential of cheap nitroarenes as oxygen donors in radical transformations. Secondary and tertiary alcohols were prepared with excellent Markovnikov-selectivity. The method features large functional group tolerance and is also applicable for late-stage chemical functionalization. The anaerobic protocol outperforms existing hydration methodology in terms of reaction efficiency and selectivity.

The Diepoxides of Terpinolene

The structures of the racemic 1,2:4,8-diepoxy-p-menthanes, the diepoxides of terpinolene, are revised.The major isomer has the trans relationship between the two epoxides.

Chemistry Around δ-Terpineol

Bromination, hydroboration, epoxidation, 1,2-dihydroxylation and acidification reactions upon δ-terpineol are described.

7-Hydroxy-1,8-cineole and 7-Cineolic Acid. Two New Possum Urinary Metabolites

7-Hydroxy-1,8-cineole (3a) and the corresponding carboxylic acid (3b) have been isolated from the urine of brushtail possums (Trichosurus vulpecula: Marsupialia) fed a diet enhanced with 1,8-cineole.Chemical syntheses of these two novel metabolites are described.