title: A novel method to access chiral nonnatural 2,4-disubstituted pyrrolidines from aldehydes and nitroolefins only with an α-substituent.
abstract: A series of α-substituted nitroolefins were employed in organocatalytic asymmetric Michael reactions with aldehydes. γ-Nitro carbonyl products were achieved in good yields (up to 86%) with good stereoselectivities (up to 96% ee and 24 : 1 dr). Reduction of the nitro group followed by intramolecular reductive amination successfully afforded various novel optically active 2,4-disubstituted pyrrolidine compounds.
authors.affiliation: School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, PR China.
authors.forename: Bo
authors.initials: B
authors.lastname: Zheng
authors.forename: Hui
authors.initials: H
authors.lastname: Wang
authors.forename: Yong
authors.initials: Y
authors.lastname: Han
authors.forename: Changlu
authors.initials: C
authors.lastname: Liu
authors.forename: Yungui
authors.initials: Y
authors.lastname: Peng
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000475:Alkenes; D009574:Nitro Compounds; D011759:Pyrrolidines