title: Oxidative cleavage of vicinal diols: IBX can do what Dess-Martin periodinane (DMP) can.
abstract: The fact that IBX exhibits reactivity akin to DMP is demonstrated from the results observed with strained and sterically hindered syn 1,2-diols, which undergo oxidative cleavage via a 12-I-5 spirobicyclic periodinane. The use of TFA, a protonating solvent, promotes the formation of the 12-I-5 intermediate for 1,2-diols of all types (sec,sec, sec,tert and tert,tert), leading to efficient oxidative fragmentation.
authors.affiliation: Department of Chemistry, Indian Institute of Technology, Kanpur 208016, India. moorthy@iitk.ac.in
authors.forename: Jarugu Narasimha
authors.initials: JN
authors.lastname: Moorthy
authors.forename: Nidhi
authors.initials: N
authors.lastname: Singhal
authors.forename: Kalyan
authors.initials: K
authors.lastname: Senapati