Organic Chemistry Portal



(Diacetoxyiodo)benzene-Mediated Reaction of Ethynylcarbinols: Entry to α,α′-Diacetoxy Ketones and Glycerol Derivatives

Qing-Rong Liu, Cheng-Xue Pan, Xiao-Pan Ma, Dong-Liang Mo* and Gui-Fa Su*

*Ministry of Education of China and School of Chemistry & Pharmaceutical Sciences, Guangxi Normal University, 15 Yu Cai Road, Guilin 541004, China, Email:,

Q.-R. Liu, C.-X. Pan, X.-P. Ma, D.-L. Mo, G.-F. Su, J. Org. Chem., 2015, 80, 6496-6501.

DOI: 10.1021/acs.joc.5b00740

see article for more reactions


The use of PhI(OAc)2 enables an efficient access to α,α′-diacetoxy ketones has from ethynylcarbinols. Glycerol derivatives can be easily synthesized in good yields via a one-pot reaction. A plausible mechanism is proposed.

see article for more examples

Key Words

α-hydroxy ketones, PIDA

ID: J42-Y2015