FREE-RADICAL FRAGMENTATION OF PHOTOADDUCT DERIVATIVES LEADING TO ALLYLIC SYSTEMS - REGIOSELECTIVITY OF REDUCTION WITH TIN HYDRIDES AND SAMARIUM-(II) IODIDE
Gl. Lange et C. Gottardo, FREE-RADICAL FRAGMENTATION OF PHOTOADDUCT DERIVATIVES LEADING TO ALLYLIC SYSTEMS - REGIOSELECTIVITY OF REDUCTION WITH TIN HYDRIDES AND SAMARIUM-(II) IODIDE, Tetrahedron letters, 35(36), 1994, pp. 6607-6610
Fragmentation of unsaturated photoadduct derivatives 5 and 8 with (n-B
u)(3)SnH, (C6H5)(3)SnH or SmI2 generally gives mixtures of regioisomer
s. SmI2, is the reagent of choice for these transformations because th
e yields art high (> 90%) and with esters 8a/b only one isomer, 11a/b,
is obtained.