Vh. Rawal et Hm. Zhong, RADICAL-INDUCED EPOXIDE FRAGMENTATION CHEMISTRY .5. FORMATION OF MEDIUM-SIZED RINGS VIA BETA-SCISSION OF ALKOXY RADICALS, Tetrahedron letters, 34(33), 1993, pp. 5197-5200
Functionalized medium-sized rings can be prepared from simple Robinson
annulation derived precursors having a suitably placed stabilizing gr
oup. The key step is a radical-induced epoxide fragmentation reaction
followed by beta-scission of the resulting alkoxy radical.