Bifunctional thiosquaramide catalyzed asymmetric reduction of dihydro-β-carbolines and enantioselective synthesis of (−)-coerulescine and (−)-horsfiline by oxidative rearrangement
Manda Sathish, Fabiane M. Nachtigall, Leonardo S. Santos
Abstract
A simple and efficient asymmetric synthesis of THBCs through a chiral thiosquaramide<bold>11b</bold>catalyzed imine reduction of dihydro-β-carbolines (<bold>17a−f</bold>) and syntheses of (−)-coerulescine and (–)-horsfiline<italic>via</italic>enantioselective oxidative rearrangement.
Topics & Concepts
Enantioselective synthesisImineBifunctionalChemistryCatalysisOxidative phosphorylationStereochemistryCombinatorial chemistryOrganic chemistryBiochemistryAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisAxial and Atropisomeric Chirality Synthesis