41827-91-2

Upstream product

• 700-12-9 pentamethylbenzene, 
• 74-90-8 hydrogen cyanide 
• 527-35-5 2,3,5,6-tetramethylphenol 
• 4885-02-3 Dichloromethyl methyl ether 
• 68658-08-2 2-(hydroxymethyl)-3,5,6-trimethylphenol 

Downstream Products

• 925442-39-3 2,3,5,6-tetramethyl-4-(2-pentynyloxy)benzaldehyde 
• 925442-40-6 4-[(4-fluorobenzyl)oxy]-2,3,5,6-tetramethylbenzaldehyde 
• 925442-41-7 2,3,5,6-tetramethyl-4-propoxybenzaldehyde 
• 925442-42-8 4-(2-butynyloxy)-2,3,5,6,-tetramethylbenzaldehyde 
• 88339-53-1 4-(benzyloxy)-2,3,5,6-tetramethylbenzaldehyde 
• 85628-69-9 4-(α-Hydroxy-methyl)-2,3,5,6-tetramethyl-phenol 

Relevant academic research and scientific papers

Phenolic Oxidation Using H2O2 via in Situ Generated para-Quinone Methides for the Preparation of para-Spiroepoxydienones

Phenols are attractive starting materials for the preparation of highly substituted cyclohexane rings via dearomative processes. Herein we report an efficient preparation of dearomatized 1-oxaspiro[2.5]octa-4,7-dien-6-ones (para-spiroepoxydienones) via the nucleophilic epoxidation of in situ generated para-quinone methides from 4-(hydroxymethyl)phenols using aqueous H2O2. The developed protocol bypasses the need for stoichiometric bismuth reagents or diazomethane, which are frequently deployed for p-spiroepoxydienone preparation. The p-spiroepoxydienones are further elaborated in numerous downstream complexity-building transformations.