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(硫)脲介导的具有多个手性中心的官能化六元环的合成。

(Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers.

作者信息

Koutoulogenis Giorgos, Kaplaneris Nikolaos, Kokotos Christoforos G

机构信息

Department of Chemistry, National and Kapodestrian University of Athens, Panepistimiopolis 15771, Athens, Greece.

出版信息

Beilstein J Org Chem. 2016 Mar 10;12:462-95. doi: 10.3762/bjoc.12.48. eCollection 2016.

Abstract

Organocatalysis, now running its second decade of life, is being considered one of the main tools a synthetic chemist has to perform asymmetric catalysis. In this review the synthesis of six-membered rings, that contain multiple chiral centers, either by a ring closing process or by a functionalization reaction on an already existing six-membered ring, utilizing bifunctional (thio)ureas will be summarized. Initially, the use of primary amine-thioureas as organocatalysts for the above transformation is being discussed, followed by the examples employing secondary amine-thioureas. Finally, the use of tertiary amine-thioureas and miscellaneous examples are presented.

摘要

有机催化如今已走过了第二个十年,被视为合成化学家进行不对称催化的主要工具之一。在本综述中,将总结利用双功能(硫)脲通过闭环过程或对已有的六元环进行官能团化反应来合成含有多个手性中心的六元环的方法。首先讨论伯胺 - 硫脲作为上述转化的有机催化剂的应用,接着是仲胺 - 硫脲的实例。最后介绍叔胺 - 硫脲的应用及其他各类实例。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7864/4902000/5ca7fb6b463a/Beilstein_J_Org_Chem-12-462-g011.jpg

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