Chemo- and Regioselective Reactions Promoted by Activated Organotin Complexes and Organoantimony Compound

Organotion-compounds coordinated by Lewis bases are far active substrates in comparison with non-coordinated ones. (1) The addition of tributyltin ω-haloalkoxides to heterocumulenes was accelerated in coordinative solvents. (2) The complexes of organotin iodides with phosphine oxides could act as talent catalysts for the cycloaddition of a variety of oxiranes and heterocumulenes, where selective β-cleavage of oxiranes was promoted. (3) Adding HMPA, tributyltin hydride exhibited highly ionic reactivity to reduce only the carbonyl moiety in α-chloro ketones. Catalytic use of tetraphenylstibium iodide allows for novel cycloadditions; (1) cycoladdition of carbon dioxide with oxetanes, (2) cycloaddition of heterocumulenes with monosubstituted oxiranes via selective α-cleavage of oxiranes.