TiCl4-Promoted Tandem Carbonyl or Imine Addition and Friedel鈥揅rafts Cyclization: Synthesis of Benzo-Fused Oxabicyclooctanes and Nonanes

详细信息    查看全文

• 作者：Arun K. Ghosh ; Cuthbert D. Martyr ; Chun-Xiao Xu
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：April 20, 2012
• 年：2012
• 卷：14
• 期：8
• 页码：2002-2005
• 全文大小：279K
• 年卷期：v.14,no.8(April 20, 2012)
• ISSN：1523-7052

文摘

A new and convenient synthesis of benzo-fused 8-oxabicyclo[3.2.1]octane and 9-oxabicyclo[4.2.1]nonane derivatives are described. The reaction involved a TiCl₄-mediated tandem carbonyl or imine addition followed by a Friedel鈥揅rafts cyclization to provide these functionalized derivatives in good to excellent yields and high diastereoselectivity.