189208-72-8Relevant academic research and scientific papers
Generation and intramolecular cyclization of α-phenylsulfonyl and α-alkylsulfonyl radicals
Tsai, Yeun-Min,Chang, Fu-Chang,Huang, Jimin,Shiu, Chi-Lung,Kao, Chai-Lin,Liu, Jyh-Shiunn
, p. 4291 - 4308 (2007/10/03)
α-Phenylsulfonyl radicals are generated by the reaction of diphenyl dithioacetals or phenyl α-chlorosulfides with tributyltin hydride. Alkyl phenyl dithioacetals react selectively with tributyltin hydride to give α-alkylsulfonyl radicals. 5-Exo-type of intramolecular cyclizations of these radicals are studied. The cyclization is most successful when the olefin is terminally substituted with an ester group. The cis/trans ratio of the cyclized product varies according to the reaction rates. With a faster cyclization, cis-isomer is the major product. A slower cyclization gives more trans-product.
