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

被引：12
作者：
Ghosh, Arun K. [1 ]
Martyr, Cuthbert D.
Xu, Chun-Xiao
机构：
[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
来源：
ORGANIC LETTERS | 2012年 / 14卷 / 08期
基金：
美国国家卫生研究院;
关键词：
COMPONENT COUPLING REACTION; FACILE;
D O I：
10.1021/ol300494q
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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-Crafts cyclization to provide these functionalized derivatives in good to excellent yields and high diastereoselectivity.
引用
收藏
页码：2002 / 2005
页数：4
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