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重新审视朱利-乌吉三组分反应的机制意义。

Revisited Mechanistic Implications of the Joullié-Ugi Three-Component Reaction.

机构信息

Faculty of Pharmaceutical Sciences, Hokkaido University , Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.

Center for Research and Education on Drug Discovery, Faculty of Pharmaceutical Sciences, Hokkaido University , Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.

出版信息

Org Lett. 2016 Jun 3;18(11):2552-5. doi: 10.1021/acs.orglett.6b00827. Epub 2016 May 23.

Abstract

The effect of the solvent on the diastereoselectivity of the Joullié-Ugi three-component reaction (JU-3CR) using an α-substituted five-membered cyclic imine is revisited. The cis and trans isomers were generated in toluene and HFIP, respectively. Hammett analysis of the JU-3CR suggests the presence of two reaction mechanisms.

摘要

溶剂对使用α-取代的五员环亚胺的Joullié-Ugi 三组分反应(JU-3CR)的非对映选择性的影响进行了重新研究。顺式和反式异构体分别在甲苯和 HFIP 中生成。JU-3CR 的哈米特分析表明存在两种反应机制。

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