A high yielding method was accomplished for the synthesis of polyfunctionally-substituted carboranes by the Michael addition reaction of various carbon- and boron carborane nucleophiles with α,β-unsaturated compounds containing an electron withdrawing group using Triton-B (benzyltrimethylammonium hydroxide) as a catalyst. This method of synthesizing carborane derivatives involves mild conditions, simple procedures and high yields of the products. As a result, a series of functionalized carborane compounds were obtained and fully characterized.