title: Regio- and stereoselective iodoacyloxylations of alkynes.
abstract: A new method for the regioselective and stereoselective iodoacyloxylation of alkynes has been developed. This protocol utilizes a combination of an iodobenzene dicarboxylate and iodine to functionalize a series of activated and unactivated alkynes in an entirely selective and predictable fashion. The resultant iodo-enol esters were subsequently coupled with boronic acids to afford tetrasubstituted alkene derivatives, which could be further converted to the corresponding 1,1-disubstituted acetophenone.
authors: †Monash Institute of Pharmaceutical Sciences, Monash University, Parkville, Victoria 3052, Australia.
authors: Daniel L
authors: DL
authors: Priebbenow
authors: ‡School of Chemistry, University of Melbourne, Melbourne, Victoria 3010, Australia.
authors: Robert W
authors: RW
authors: Gable
authors: †Monash Institute of Pharmaceutical Sciences, Monash University, Parkville, Victoria 3052, Australia.
authors: Jonathan
authors: J
authors: Baell
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D006847:Hydrocarbons, Iodinated