title: Highly Enantio- and Diastereoselective [4 + 2] Cycloaddition of 5H-oxazol-4-ones with N-Maleimides.
abstract: An organocatalytic asymmetric reaction between 5H-oxazol-4-ones and N-substituted maleimides is disclosed. Employing Takemoto's chiral tertiary amine-thiourea as the catalyst, [4 + 2] annulation reactions were performed with high chemoselectivity, leading to a series of biologically important chiral oxo-bridged piperidone-fused succinimides in good to excellent enantioselectivities (up to >99% ee) and >19:1 dr.
authors.affiliation: Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University , Kaifeng, Henan, P. R. China , 475004.
authors.forename: Shuai
authors.initials: S
authors.lastname: Qiu
authors.affiliation: ARC Centre of Excellence for Electromaterials Science, Research School of Chemistry, Australian National University , Canberra, ACT 2601, Australia.
authors.forename: Richmond
authors.initials: R
authors.lastname: Lee
authors.affiliation: Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University , Kaifeng, Henan, P. R. China , 475004.
authors.forename: Bo
authors.initials: B
authors.lastname: Zhu
authors.affiliation: ARC Centre of Excellence for Electromaterials Science, Research School of Chemistry, Australian National University , Canberra, ACT 2601, Australia.
authors.forename: Michelle L
authors.initials: ML
authors.lastname: Coote
authors.affiliation: Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University , Kaifeng, Henan, P. R. China , 475004.
authors.forename: Xiaowei
authors.initials: X
authors.lastname: Zhao
authors.affiliation: Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University , Kaifeng, Henan, P. R. China , 475004.
authors.forename: Zhiyong
authors.initials: Z
authors.lastname: Jiang