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(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: moeastlightmailbox.gxnu.edu.cn, gfysglgx163.com

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 (free Supporting Information)


 
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Abstract

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.

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Key Words

α-hydroxy ketones, PIDA


ID: J42-Y2015