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通过缺电子烯烃与烷氧基炔基费歇尔卡宾配合物的非对映选择性环丙烷化反应合成给体-受体炔基环丙烷

Synthesis of donor-acceptor alkynylcyclopropanes by diastereoselective cyclopropanation of electron-deficient alkenes with alkoxyalkynyl Fischer carbene complexes.

作者信息

Barluenga José, Fernández-Rodríguez Manuel A, García-García Patricia, Aguilar Enrique, Merino Isabel

机构信息

Instituto Universitario de Química Organometálica Enrique Moles, Unidad Asociada al C.S.I.C., Universidad de Oviedo, C/Julián Clavería, 8, 33006 Oviedo, Spain.

出版信息

Chemistry. 2005 Dec 16;12(1):303-13. doi: 10.1002/chem.200500918.

Abstract

The reaction of electron-deficient alkenes with alkoxyalkynyl Fischer carbene complexes (FCCs) represents a straightforward route to a new type of captodative (donor-acceptor) alkynylcyclopropanes, which have been prepared in moderate to high yields and in a diastereoselective manner. Some studies regarding the employment of additives to facilitate the recovery of the metal moiety after the reaction are also described. Finally, the first example of a cyclopropanation reaction through employing Fischer carbene complexes under microwave irradiation is presented; this method proved to be an advantageous alternative to the thermal reaction.

摘要

缺电子烯烃与烷氧基炔基费歇尔卡宾配合物(FCCs)的反应为制备新型俘精酸酐(供体-受体)炔基环丙烷提供了一条直接的途径,该炔基环丙烷已以中等至高产率及非对映选择性的方式制备出来。文中还描述了一些关于使用添加剂以促进反应后金属部分回收的研究。最后,给出了在微波辐射下使用费歇尔卡宾配合物进行环丙烷化反应的首个实例;该方法被证明是热反应的一种有利替代方法。

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