title: Diels-Alder/oxidative aromatization approach towards the all-carbon DEF tricyclic skeleton of daphenylline.
abstract: Daphenylline is a recently isolated Daphniphyllum alkaloid with an unprecedented novel hexacyclic scaffold. In this study, the synthesis of the fused all-carbon DEF tricyclic skeleton of daphenylline has been accomplished. Key steps of the reported sequence involve Evans asymmetric allylation, aldol condensation, Diels-Alder reaction, and oxidative aromatization reactions. The developed strategy might lead to the total synthesis of daphenylline.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000 (P. R. China), Fax:(+86) 931-8912582.
authors.forename: Huilin
authors.initials: H
authors.lastname: Li
authors.forename: Yangcheng
authors.initials: Y
authors.lastname: Qiu
authors.forename: Changgui
authors.initials: C
authors.lastname: Zhao
authors.forename: Ziyun
authors.initials: Z
authors.lastname: Yuan
authors.forename: Xingang
authors.initials: X
authors.lastname: Xie
authors.forename: Xuegong
authors.initials: X
authors.lastname: She
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D061565:Cycloaddition Reaction; D015394:Molecular Structure; D010084:Oxidation-Reduction
chemical_list: D000470:Alkaloids; C541594:daphenylline
keywords: Diels-Alder; alkaloids; aromatization; daphenylline; natural products