Synthesis of a novel C3-symmetric arsine and its application in stereoselective cyclopropanation of electron-deficient olefins

被引:7
|
作者
Wang, Changqing [1 ]
机构
[1] Yichun Univ, Coll Chem & Bioengn, Key Lab Jiangxi Univ Appl Chem & Chem Biol, Yichun 336000, Peoples R China
关键词
Arsine; One-pot; Cyclopropanation; Stereoselectivity; Ylide; DERIVATIVES; COMPLEXITY; SYMMETRY; DESIGN;
D O I
10.1016/j.tetlet.2012.10.070
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel C-3-symmetric arsine was synthesized from p-arsanilic acid in three steps. It was employed in the one-pot cyclopropanation of olefins with carbonyl-stabilized arsonium ylides formed in situ from methyl bromoacetate in the presence of NaHCO3. This new arsine demonstrates good stereoselectivity and activity in the one-pot cyclopropanation of arylidenemalononitrile. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7003 / 7005
页数:3
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