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水中光学活性炔丙胺的直接对映选择性三组分合成

Direct enantioselective three-component synthesis of optically active propargylamines in water.

作者信息

Ohara Mutsuyo, Hara Yoshichika, Ohnuki Tohru, Nakamura Shuichi

机构信息

Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan), Fax: (+81) 52-735-5245.

出版信息

Chemistry. 2014 Jul 14;20(29):8848-51. doi: 10.1002/chem.201402384. Epub 2014 Jun 12.

Abstract

An enantioselective three-component reaction of aldehydes, amines, and alkynes in water by using a bis(imidazoline)-Cu(I) catalysts having a hydrophobic substituent and sodium dodecyl sulfate as a surfactant was developed. The reaction was applied to a broad range of aldehydes and alkynes to give optically active propargylamines with excellent yields (up to 99 %) and enantiomeric excesses (up to 99 % ee).

摘要

利用具有疏水取代基的双(咪唑啉)-铜(I)催化剂和十二烷基硫酸钠作为表面活性剂,在水中实现了醛、胺和炔烃的对映选择性三组分反应。该反应适用于多种醛和炔烃,能以优异的产率(高达99%)和对映体过量值(高达99% ee)得到光学活性的炔丙基胺。

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