title: Direct synthesis of chiral 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazines via a catalytic asymmetric intramolecular aza-Friedel-Crafts reaction.
abstract: The direct asymmetric intramolecular aza-Friedel-Crafts reaction of N-aminoethylpyrroles with aldehydes catalyzed by a chiral phosphoric acid represents the first efficient method for the preparation of medicinally interesting chiral 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazines with high yields and high enantioselectivities. This strategy has been shown to be quite general toward various aldehydes and pyrrole derivatives.
authors.affiliation: School of Chemistry and Chemical Engineering, Sun Yat-sen University, 135 Xingang Xi Lu, Guangzhou, 510275, China.
authors.forename: Yuwei
authors.initials: Y
authors.lastname: He
authors.forename: Maohui
authors.initials: M
authors.lastname: Lin
authors.forename: Zhongmin
authors.initials: Z
authors.lastname: Li
authors.forename: Xinting
authors.initials: X
authors.lastname: Liang
authors.forename: Guilong
authors.initials: G
authors.lastname: Li
authors.forename: Jon C
authors.initials: JC
authors.lastname: Antilla
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D010756:Phosphoric Acids / Q000737:chemistry*; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C549192:1,2,3,4-tetrahydropyrrolo(1,2-a)pyrazine; D010756:Phosphoric Acids; D011719:Pyrazines; D011758:Pyrroles; C030242:phosphoric acid