title: Stereoselective Synthesis of Polycycles Containing an Aziridine Group: Intramolecular aza-Diels-Alder Reactions of Unactivated 2H-Azirines with Unactivated Dienes.
abstract: Vinyl azide with a pendent diene can undergo thermal decomposition to a related azirine intermediate, which was used immediately in an intramolecular aza-Diels-Alder reaction to furnish an aziridine-containing trans-fused tricyclic core structure with excellent stereoselectivity. The method provides a facile entry to complex polycyclic alkaliods which can be further elaborated by ring-opening reactions and ring expansion of the aziridine moiety, as well as by dihydroxylation of the alkene group.
authors.affiliation: School of Pharmaceutical Engineering and Life Science, Changzhou University, 1 Middle Gehu Rd., Changzhou, Jiangsu Province, 213164, China. huadongxu@gmail.com.
authors.forename: Hua-Dong
authors.initials: HD
authors.lastname: Xu
authors.affiliation: School of Pharmaceutical Engineering and Life Science, Changzhou University, 1 Middle Gehu Rd., Changzhou, Jiangsu Province, 213164, China.
authors.forename: Hao
authors.initials: H
authors.lastname: Zhou
authors.affiliation: School of Pharmaceutical Engineering and Life Science, Changzhou University, 1 Middle Gehu Rd., Changzhou, Jiangsu Province, 213164, China.
authors.forename: Ying-Peng
authors.initials: YP
authors.lastname: Pan
authors.affiliation: School of Pharmaceutical Engineering and Life Science, Changzhou University, 1 Middle Gehu Rd., Changzhou, Jiangsu Province, 213164, China.
authors.forename: Xin-Tao
authors.initials: XT
authors.lastname: Ren
authors.affiliation: School of Pharmaceutical Engineering and Life Science, Changzhou University, 1 Middle Gehu Rd., Changzhou, Jiangsu Province, 213164, China.
authors.forename: Hao
authors.initials: H
authors.lastname: Wu
authors.affiliation: School of Pharmaceutical Engineering and Life Science, Changzhou University, 1 Middle Gehu Rd., Changzhou, Jiangsu Province, 213164, China.
authors.forename: Mei
authors.initials: M
authors.lastname: Han
authors.affiliation: School of Pharmaceutical Engineering and Life Science, Changzhou University, 1 Middle Gehu Rd., Changzhou, Jiangsu Province, 213164, China.
authors.forename: Run-Ze
authors.initials: RZ
authors.lastname: Han
authors.affiliation: School of Pharmaceutical Engineering and Life Science, Changzhou University, 1 Middle Gehu Rd., Changzhou, Jiangsu Province, 213164, China. meihuashen@gmail.com.
authors.forename: Mei-Hua
authors.initials: MH
authors.lastname: Shen
keywords: aziridines; cycloadditions; heterocycles; small-ring systems; synthetic methods