Sh. Olson et Sj. Danishefsky, REDUCTIVE DESILANOLATION AS A ROUTE TO BENZONITRILES - AN APPLICATIONTO A CONCISE SYNTHESIS OF THE AROMATIC SECTOR OF CALICHEAMICIN, Tetrahedron letters, 35(43), 1994, pp. 7901-7904
The TMS-cyanohydrins of quinones undergo reductive desilanolation in t
he presence of samarium iodide to form hydroxybenzonitriles. Benzoquin
one 1 was converted to the hexasubstituted aromatic fragment of calich
eamicin 4 by this method.