Total syntheses of (-)-alstolucines A, B, and F, (-)-echitamidine, and (-)-N-demethylalstogucine

Article abstract of DOI:10.1055/s-0034-1378698

Abstract The first enantioselective total syntheses of (-)-alstolucinces A, B, and F, (-)-echitamidine, and (-)-N-demethylalstogucine are reported. This article details the development of our first- and second-generation approaches toward the ABCE tetracyclic core of the strychnos alkaloids and the application thereof to the aforementioned targets. Key steps involve our sequential one-pot biscyclization method that constructs the C and E rings of the tetracyclic core and Rawal's application of the intramolecular Heck reaction to secure the pentacyclic framework common amongst all targets.