55182-63-3

Upstream product

• 5325-04-2 1-(4-hydroxy-3,5-dimethylphenyl)ethanone 
• 75-16-1 methylmagnesium bromide 
• 917-64-6 methyl magnesium iodide 
• 34137-14-9 methyl 4-hydroxy-3,5-dimethylbenzoate 
• 2374-05-2 4-bromo-2,6-dimethyl-phenol 
• 67-64-1 acetone 

Downstream Products

• 10569-71-8 4‐i‐propyl‐2,6‐dimethylphenol 
• 55182-49-5 4-Isopropyliden-2,6-dimethyl-2,5-cyclohexadienon 
• 32565-73-4 1-(3,5-dimethyl-4-hydroxyphenyl)-6-hydroxy-1,3,3,5,7-pentamethyl-1,2-dihydroindene 

Relevant academic research and scientific papers

Site-selective Oxidative Dearomatization of Phenols and Naphthols into ortho-Quinols or Epoxy ortho-Quinols using Oxone as the Source of Dimethyldioxirane

A novel reactivity of dimethyldioxirane, generated in situ from Oxone and acetone, with substituted phenols and naphthols is reported. This methodology allowed the synthesis of ortho-quinols or epoxy ortho-quinols from a site-selective oxidative dearomatization process, with good yields under very mild conditions. A short total synthesis of natural product lacinilene C methyl ether is also described using this process as the key step. (Figure presented.).

Formal Cycloaddition of Benzylic Cations with Alkenes

The reaction of benzylic cations with styrenes affords dihydro(1H)indenes in good yield via a formal atom cycloadditon.The cations were generated from quinone methides and benzylic alcohols. (E)-Styrenes participate in the reaction with remarkable stereoselectivity affording dihydro(1H)indenes with three stereogenic centers with >40:1 diastereoselectivity.A possible transition state for the reaction is discussed.Less activated alkenes such as dihydropyran and methylcyclohexane afforded cycloadducts in 66percent and 51percent yields, respectively.