The highly efficient and stereocontrolled dimerization of 1,2,3,8-tetrahydropyrrolo[2,3-b]indoles was successfully developed with I2 as the oxidant, which allowed the rapid synthesis of meso- and rac-chimonanthines, (+)-WIN 64821 and (+)-WIN 64745 in the highest overall yields to date via the oxidation–oxidation–reduction sequence.
Sun DQ,Xing ZY,Wang XQ,et al. Highly Efficient and Stereocontrolled Oxidative Coupling of Tetrahydropyrroloindoles: Synthesis of Chimonanthines, (+)-WIN 64821 and (+)-WIN 64745[J]. Org. Chem. Front.,2014,1:956-960.