A Convenient Synthesis of Fluorine-Containing trans-1,2-Cyclopropane Derivatives from Semistabilized Arsonium Ylides

✍ Scribed by Kaicheng Wu; Yali Chen; Xuyan Ma; Weiguo Cao; Hui Zhang; Jie Chen

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 101 KB
• Volume: 29
• Category: Article
• ISSN: 0256-7660
• DOI: 10.1002/cjoc.201180444

✦ Synopsis

Abstract

The fluorine‐containing trans‐1,2‐cyclopropane derivatives 4ba–4dd were synthesized from the fluorine‐containing electron‐deficient alkenes 3a–3d with semistabilized arsonium ylides 2b–2d, in biphasic system of dichloromethane‐50% aqueous sodium hydroxide, generated in situ from the corresponding arsonium salts 1b–1d at room temperature in good yields with high stereoselectivity. The structure of fluorine‐containing trans‐1,2‐cyclopropane derivatives were also studied.