Direction of ring-opening of 2-methyl-substituted cyclopropyl(stannyloxy)methyl and cyclopropyl(hydroxy)methyl radicals: kinetic and thermodynamic control

Abstract

trans-2-Methylcyclopropyl(stannyloxy or hydroxy)methyl radicals undergo ring-opening to give principally the thermodynamically less stable primary alkyl radicals; use has been made of this effect to establish the conditions under which the cyclopropylmethyl → homo-allyl rearrangement is reversible.