230285-11-7

Upstream product

• 1011-62-7 5-hydroxy-1-phenylpentan-1-one 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 230285-12-8 5-(tert-butyldiphenylsiloxy)-1-phenyl-1-pentanol 

Downstream Products

• 230285-12-8 5-(tert-butyldiphenylsiloxy)-1-phenyl-1-pentanol 
• 141765-56-2 1-methyl-1-phenyl-1,5-pentanediol 
• 145475-10-1 5-phenyl-1,4-pentanediol 
• 1011-61-6 1-phenylpentane-1,5-diol 
• 230285-19-5 1-(diphenylphosphatoxy)-1-phenyl-5-(N-phthalimidoxy)pentane 
• 230285-13-9 5-(tert-butyldiphenylsiloxy)-1-phenyl-1-(2-tetrahydropyranyloxy)pentane 
• 230285-18-4 1-(diethylphosphatoxy)-1-phenyl-5-(N-phthalimidoxy)pentane 
• 230285-15-1 1-phenyl-5-(N-phthalimidoxy)-1-(2-tetrahydropyranyloxy)pentane 
• 230285-22-0 1-(acetoxy)-1-methyl-1-phenyl-5-(N-phthalimidoxy)pentane 
• 230285-17-3 1-(acetoxy)-1-phenyl-5-(N-phthalimidoxy)pentane 
• 230285-16-2 1-phenyl-5-(N-phthalimidoxy)-1-pentanol 
• 230285-14-0 1-phenyl-1-(2-tetrahydropyranyloxy)-5-pentanol 
• 141883-58-1 1-acetoxy-1-methyl-1-phenyl-5-pentanol 
• 15212-27-8 2-benzyltetrahydrofuran 

Relevant academic research and scientific papers

Microwave thermolysis - Part IX: A selective and rapid oxidation of benzylic alcohols using clay supported ammonium nitrate

The oxidation of a variety of benzylic alcohols to carbonyl compounds using clay-supported ammonium nitrate "clayan" under microwave irradiation is described. The selectivity and non-solvent condition are the important features of the procedure.

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.

Synthesis of tetrahydrofurans by a tandem hydrogen atom abstraction/ radical nucleophilic displacement sequence

(equation presented) The reaction of a series of 5-(N-phthalimidoxy)-1-phenyl-1-(diphenylphosphatoxy)pentanes with triphenyltin hydride and AIBN provides alkoxy radicals which undergo 1,5-hydrogen atom abstraction to give β-(phosphatoxy)alkyl radicals. These radicals then take part in a radical nucleophilic displacement leading, after chain transfer, to tetrahydrofurans.