Catalytic enantioselective construction of two N-stereogenic centers of <i>ethano</i> - and <i>propano</i> -Tröger's bases
Chun-Yan Guan, Tao Lü, Ya Li, Chao-Hua Liu, Xiao Xiao, Guang‐Jian Mei
Abstract
-TBs have been readily prepared in good yields with excellent enantioselectivities. Mechanistic investigations have shown that the two N-stereogenic centers are simultaneously established during intramolecular bridge formation. Furthermore, the synthesized TB products can serve as both an organo-catalyst for the aziridination reaction and a fluorescent/chiroptical probe for pH measurement.
Topics & Concepts
Enantioselective synthesisStereocenterChemistryTsuji–Trost reactionCatalysisIntramolecular forceCombinatorial chemistryAlkylationAllylic rearrangementNucleophileStereochemistryCarbon fibersStereoisomerismNitrogenOrganic chemistryAsymmetric Hydrogenation and CatalysisSynthetic Organic Chemistry MethodsAsymmetric Synthesis and Catalysis