Synthetic Study toward Ecteinascidin 743: Concise Construction of the Diazabicyclo[3.3.1]nonane Skeleton and Assembly of the Pentacyclic Core

Abstract

Synthesis of the pentacyclic core of ecteinascidin 743 is described. This synthesis features concise construction of the diazabicyclo[3.3.1]nonane skeleton using gold(I)-catalyzed one-pot keto amide formation, acid-promoted enamide formation, and oxidative Friedel-Crafts cyclization as the key steps.