화학공학소재연구정보센터
Journal of the American Chemical Society, Vol.138, No.24, 7536-7539, 2016
11-Step Total Synthesis of Pallambins C and D
The structurally intriguing terpenes pallam-bins C and D have been assembled in only 11 steps from a cheap commodity chemical: furfuryl alcohol. This synthesis, which features a redox-economic approach free of protecting-group manipulations, assembles all four-ring systems-via a sequential cyclization strategy. Of these four ring constructing operations, two are classical (Robinson annulation and Mukaiyama aldol) and two are newly devised. During the course of this work a method for the difunctionalization of enol ethers was developed, and the scope of this transformation was explored.