408328-76-7Relevant academic research and scientific papers
Neighboring Carbonyl Group Assisted Oxyacetoxylation of Propargylic Carboxylates with Retention of Chirality under Metal Free Condition
Pradhan, Tapas R.,Mohapatra, Debendra K.
supporting information, p. 3605 - 3611 (2019/07/04)
A metal-free oxyacetoxylation method of primary, secondary and tertiary propargylic carboxylates with retention of chirality was presented. The reaction proceeds through the intramolecular nucleophilic attack of the neighboring carbonyl group on an alkynyliodonium intermediate. The process is general with broad substrate scope and is amenable for application to a variety of propargyl carboxylates including those obtained from natural products. Insight into the mechanistic pathway by isotopic labelling (using H2O18 and D2O) and controlled experiments confirmed. (Figure presented.).
(Diacetoxyiodo)benzene-Mediated Reaction of Ethynylcarbinols: Entry to α,α'-Diacetoxy Ketones and Glycerol Derivatives
Liu, Qing-Rong,Pan, Cheng-Xue,Ma, Xiao-Pan,Mo, Dong-Liang,Su, Gui-Fa
, p. 6496 - 6501 (2015/06/30)
Efficient access to α,α'-diacetoxy ketones has been developed from ethynylcarbinols and PhI(OAc)2. A plausible mechanism for this was proposed on the basis of experimental studies. The usefulness of α,α'-diacetoxy ketone products has been documented, and glycerol derivatives can be easily synthesized in good yields via a one-pot reaction.
