A Simple and Efficient Total Synthesis of Anticancer Indole Alkaloids TMC-205 and Its Analogues

Abstract A concise synthesis of TMC-205 was accomplished in two steps via a protecting-group-free (PGF) and redox-economical strategy. In this approach, a high yield Pinnick oxidation and a practical Heck-dehydration reaction with high atom economy as well as a high regio- and stereo-selectivity (E-isomer) were used and further applied to the total synthesis of its active analogues. This newly established route would be beneficial for future structure-activity relationship (SAR) and biological studies. The synthetic strategy and methodologies demonstrated in this paper could be extended to related biologically active natural products.