title: A facile Cu(I)/BINAP-catalyzed asymmetric approach to functionalized pyroglutamate derivatives bearing a unique quaternary stereogenic center.
abstract: A direct and facile access to enantioenriched pyroglutamate derivatives bearing a unique quaternary stereogenic center has been developed via Cu(I)/BINAP-catalyzed tandem Michael addition-elimination of α-substituted aldimino esters with Morita-Baylis-Hillman (MBH) carbonates followed by a deprotection/lactamization protocol, which performs well over a broad scope of substrates and provides biologically active pyroglutamate derivatives in good yields and excellent enantioselectivities.
authors.affiliation: College of Chemistry and Molecular Sciences, Wuhan University, 430072, China.
authors.forename: Huai-Long
authors.initials: HL
authors.lastname: Teng
authors.forename: Fei-Long
authors.initials: FL
authors.lastname: Luo
authors.forename: Hai-Yan
authors.initials: HY
authors.lastname: Tao
authors.forename: Chun-Jiang
authors.initials: CJ
authors.lastname: Wang
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D011761:Pyrrolidonecarboxylic Acid / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D003300:Copper; D011761:Pyrrolidonecarboxylic Acid