J. Marcocontelles et al., STRATEGIES AND TACTICS FOR FREE-RADICAL CARBOCYCLIZATION - SYNTHESIS OF POLYFUNCTIONALIZED CYCLOPENTANOID MOLECULES FROM CARBOHYDRATES, Tetrahedron, 49(30), 1993, pp. 6669-6694
The tributyltin hydride + azobisisobutyronitrile (AIBN) mediated free
radical carbocyclization of precursors 1-9, 48 and 49 is described. Th
e resulting carbocycles have been obtained in moderate yield and good
diastereoselectivity. These polyfunctionalized, enantiomerically pure
cyclopentane derivatives are useful intermediates for further manipula
tion.