title: Organocatalytic asymmetric synthesis of chiral pyrrolizines by cascade conjugate addition-aldol reactions.
abstract: As the first N-centered heteroaromatic nucleophile for organocatalytic cascade reactions, pyrroles underwent the enantio- and diastereoselective organocatalytic cascade conjugate addition-aldol reactions of α,β-unsaturated aldehydes that afford the highly functionalized chiral pyrrolizines bearing three consecutive stereocenters in good yields, high enantioselectivities (90-98% ee), and excellent diastereoselectivities (>20:1 dr in all cases).
authors.affiliation: Department of Chemistry, Kyungpook National University, Daegu 702-701, Republic of Korea.
authors.forename: Ju-Yeon
authors.initials: JY
authors.lastname: Bae
authors.forename: Hyo-Jun
authors.initials: HJ
authors.lastname: Lee
authors.forename: Seok-Ho
authors.initials: SH
authors.lastname: Youn
authors.forename: Su-Hyun
authors.initials: SH
authors.lastname: Kwon
authors.forename: Chang-Woo
authors.initials: CW
authors.lastname: Cho
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D011758:Pyrroles; C116609:3-hydroxybutanal