Abstract

Publisher Summary This chapter discusses the applications of palladium chemistry to the total syntheses of naturally occurring indole alkaloids. The use of palladium chemistry for the synthesis of indole alkaloids has been explored, and several examples have been included in this chapter. This chapter presents a comprehensive collection of total syntheses of naturally occurring indole alkaloids where palladium chemistry plays a central role in the syntheses. This chapter is divided according to the five most popular types of palladium-mediated reactions: (1) oxidative cyclization reactions promoted by palladium(II) species; (2) reactions involving transmetallation with organoboranes (Suzuki), organostannanes (Stille), and organozinc reagents (Negishi); (3) inter- and intramolecular Heck reactions; (4) reactions involving π-allylpalladium as the intermediate; and finally, (5) reactions that use the C-N bond formation as the key step for the total synthesis of naturally occurring indole alkaloids.

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