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

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• 作者：Changqing Wang ; ^{wangyoungsea@gmail.com}
• 关键词：Arsine ; One-pot ; Cyclopropanation ; Stereoselectivity ; Ylide
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：19 December, 2012
• 年：2012
• 卷：53
• 期：51
• 页码：7003-7005
• 全文大小：412 K

文摘

A novel C₃-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.