Diels–Alder/Oxidative Aromatization Approach towards the All‐Carbon DEF Tricyclic Skeleton of Daphenylline. Issue 5 (3rd March 2014)

• Record Type: Journal Article
• Authors: Li, Huilin; Qiu, Yangcheng; Zhao, Changgui; Yuan, Ziyun; Xie, Xingang; She, Xuegong
• Is Part Of: Chemistry, an Asian journal. Volume 9:Issue 5(2014:May)
• Page Start: 1274
• Page End: 1277
• Publication Date: 2014-03-03
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1002/asia.201400002
• Languages: English
• ISSNs: 1861-4728

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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.</p> </abstract>