The namesake molecule of both reactions can be formed from two molecules of acetone in the "coupling" of this name.
One reaction by this name closed the A ring in Mukaiyama's total synthesis of Taxol, and proceeds by a radical mechanism, in which a reducing metal like magnesium generates ketyl radicals by a single-electron mechanism. Another reaction by this name produces multisubstituted tetrohydrofuran derivatives when preceded by Prins cyclization, and uses acid-catalyzed dehydration to shift an alkyl group and form, in its simplest case, tert-butyl methyl ketone. The namesake molecule of both reactions can be formed from two molecules of acetone in the "coupling" of this name. For 10 points, a coupling reaction and a rearrangement are both named after what vicinal diol?
One reaction by this name closed the A ring in Mukaiyama's total synthesis of Taxol, and proceeds by a radical mechanism, in which a reducing metal like magnesium generates ketyl radicals by a single-electron mechanism.
pinacol [accept pinacol coupling until "Prins"]