258875-99-9

Upstream product

• 3696-28-4 2,2'-dipyridyl disulfide bis-N-oxide 
• 104-01-8 4-Methoxyphenylacetic acid 
• 2524-64-3 chlorophosphoric acid diphenyl ester 
• 258875-95-5 2,4-dimethoxybenzyl 4-methoxyphenylacetate 
• 258875-97-7 2,4-dimethoxybenzyl 3-(diphenylphosphatoxy)-3-methyl-2-(4-methoxyphenyl)butanoate 

Downstream Products

• 877-99-6 1-methoxy-4-(2-methyl-1-propenyl)benzene 

Relevant academic research and scientific papers

Inter- and intramolecular pathways for the formation of tetrahydrofurans from β-(phosphatoxy)alkyl radicals. Evidence for a dissociative mechanism

β-(Phosphatoxy)alkyl radicals generated by photolysis of Barton PTOC esters in the presence of allyl alcohol and tert-butyl mercaptan undergo nucleophilic substitution followed by 5-exo-trig radical ring closure leading to tetrahydrofurans in good yield and with high trans selectivity. β- (Phosphatoxy)alkyl radicals obtained by intramolecular hydrogen 1,5- abstraction with an alkoxyl radical undergo nucleophilic displacement providing tetrahydrofurans. The ensemble of results, including the effects of leaving groups and substituents, strongly support a dissociative mechanism for these radical nucleophilic displacement reactions.