Gold‐Catalyzed Amine Cascade Addition to Diyne‐Ene: Enantioselective Synthesis of 1,2‐Dihydropyridines
Jingwen Wei, Yang‐Yang Xing, Xiaohan Ye, Bao N. Nguyen, Łukasz Wojtas, Xin Hong, Xiaodong Shi
Abstract
With the well-documented chemical and biological applications, piperidine and pyridine are among the most important N-heterocycles, and a new synthetic strategy, especially one with an alternative bond-forming design, is of general interest. Using the gold-catalyzed intermolecular condensation of amine and diyne-ene, we report herein the first example of enantioselective 1,2-dihydropyridine synthesis through a formal [3+2+1] fashion (up to 95 % yield, up to 99 % e.e.).
Topics & Concepts
Enantioselective synthesisPiperidineAmine gas treatingPyridineChemistryCatalysisYield (engineering)Combinatorial chemistryEne reactionIntermolecular forceOrganic chemistryMoleculeMaterials scienceMetallurgyCatalytic Alkyne ReactionsSynthetic Organic Chemistry MethodsChemical synthesis and alkaloids