title: I2-catalyzed regioselective oxo- and hydroxy-acyloxylation of alkenes and enol ethers: a facile access to α-acyloxyketones, esters, and diol derivatives.
abstract: I2-catalyzed oxo-acyloxylation of alkenes and enol ethers with carboxylic acids providing for the high yield synthesis of α-acyloxyketones and esters is described. This unprecedented regioselective oxidative process employs TBHP and Et3N in stoichiometric amounts under metal-free conditions in DMSO as solvent. Additionally, I2-catalysis allows the direct hydroxy-acyloxylation of alkenes with the sequential addition of BH3·SMe2 leading to monoprotected diol derivatives in excellent yields.
authors.affiliation: Chemical Engineering and Process Development Division, National Chemical Laboratory , Pashan Road, Pune, 411008, India.
authors.forename: Rambabu N
authors.initials: RN
authors.lastname: Reddi
authors.forename: Pragati K
authors.initials: PK
authors.lastname: Prasad
authors.forename: Arumugam
authors.initials: A
authors.lastname: Sudalai
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D004121:Dimethyl Sulfoxide / Q000737:chemistry*; D004952:Esters; D004987:Ethers / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D002264:Carboxylic Acids; D004952:Esters; D004987:Ethers; D007659:Ketones; D012997:Solvents; D004121:Dimethyl Sulfoxide