Construction of carbazole-based unnatural amino acid scaffolds <i>via</i> Pd(<scp>ii</scp>)-catalyzed C(sp<sup>3</sup>)–H functionalization
Ramandeep Kaur, Shefali Banga, Srinivasarao Arulananda Babu
Abstract
-stereochemistry and various non-α-amino acid derivatives including GABA have been synthesized. Removal of the 8-aminoquinoline directing group, deprotection of the phthalimide moiety and the preparation of carbazole amino acid derivatives containing free amino- and carboxylate groups are shown. The carbazole motif is prevalent in alkaloids and biologically active molecules and functional materials. Thus, this work on the synthesis of carbazole-based unnatural amino acid derivatives would enrich the libraries of unnatural amino acid derivatives and carbazoles.
Topics & Concepts
ChemistryCarbazoleMoietyEnantiopure drugAmino acidSurface modificationStereochemistryAmino estersCatalysisOrganic chemistryEnantioselective synthesisBiochemistryPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis