Concise Synthesis of the CDE Ring System of Tetrahydroisoquinoline Alkaloids Using Carbophilic Lewis Acid-Catalyzed Hydroamidation and Oxidative Friedel−Crafts Cyclization Shingo Obika Yoshizumi Yasui Reiko Yanada Yoshiji Takemoto 10.1021/jo800898k.s001 https://acs.figshare.com/articles/journal_contribution/Concise_Synthesis_of_the_CDE_Ring_System_of_Tetrahydroisoquinoline_Alkaloids_Using_Carbophilic_Lewis_Acid_Catalyzed_Hydroamidation_and_Oxidative_Friedel_Crafts_Cyclization/2929876 A concise synthesis of the CDE ring system of the tetrahydroisoquinoline antitumor alkaloids such as saframycins, renieramycins, and ecteinascidins has been developed. Both Au(I)-catalyzed intramolecular hydroamidation of alkynylamide and NBS-mediated oxidative Friedel−Crafts cyclization of the resulting 2-ketopiperazine were utilized as key reactions. 2008-07-04 00:00:00 Concise Synthesis Cyclization oxidative intramolecular hydroamidation ketopiperazine cyclization Oxidative CDE Ring System synthesis Friedel saframycin ecteinascidin CDE ring system Lewis renieramycin alkynylamide Carbophilic Hydroamidation Tetrahydroisoquinoline Alkaloids tetrahydroisoquinoline antitumor alkaloids