93433-92-2Relevant academic research and scientific papers
Polymer-mediated pinacol rearrangements
Pavlik, Christopher,Morton, Martha D.,Smith, Michael B.
, p. 2191 - 2194 (2011)
Both poly(3,4-ethylenedioxythiophene) and poly(pyrrole) mediate a pinacol rearrangement of 1,2-diols. The yields of ketone or aldehyde products are comparable to those observed for treatment with mineral acids or Lewis acids. The advantage of this protocol is a two-phase reaction medium in hydrocarbon solvents that allows facile recovery of the products by simple filtration of the polymer and removal of solvents. Both the polymer and the hydrocarbon solvent may be recovered and used in subsequent reactions. Georg Thieme Verlag Stuttgart · New York.
Magnesium- and Titanium-induced Reductive Coupling of Carbonyl Compounds: Efficient Syntheses of Pinacols and Alkenes
Fuerstner, Alois,Csuk, Rene,Rohrer, Christian,Weidmann, Hans
, p. 1729 - 1734 (2007/10/02)
Finely dispersed magnesium on graphite was found to be a totally selective single-electron transfer reagent of general utility for the reduction of various kinds of carbonyl and dicarbonyl compounds to pinacols, a reaction quite compatible with a number of functional groups.Similarly, titanium on graphite proved to be a universally applicable reducing agent for the efficient conversion of pinacols, carbonyl and dicarbonyl compounds into alkenes and cycloalkenes respectively and for the cyclization of oxo alkanoates to enol ethers, facilitating and unifying the highly useful McMurry reaction.The practicability of the presently known carbonyl coupling methods is discussed in the light of these results.
