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通过铑催化的[2 + 2 + 2]环加成反应实现中心手性和轴手性的高度非对映选择性和对映选择性构建。

Highly diastereo- and enantioselective construction of both central and axial chiralities by Rh-catalyzed [2 + 2 + 2] cycloaddition.

作者信息

Shibata Takanori, Otomo Mayumi, Tahara Yu-ki, Endo Kohei

机构信息

Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, 3-4-1, Okubo, Shinjuku, Tokyo, 169-8555, Japan.

出版信息

Org Biomol Chem. 2008 Dec 7;6(23):4296-8. doi: 10.1039/b814014f. Epub 2008 Oct 15.

Abstract

The cationic Rh-SEGPHOS complex catalyzed an intermolecular [2 + 2 + 2] cycloaddition of enynes, possessing an ortho-substituted aryl group on their alkyne terminus, with acetylenedicarboxylates. Bicyclic cyclohexa-1,3-dienes with both central and axial chiralities were obtained in extremely highly diastereo- and enantioselective manner.

摘要

阳离子铑-SEGPHOS配合物催化了烯炔的分子间[2 + 2 + 2]环加成反应,该烯炔在其炔端具有邻位取代的芳基,与乙炔二羧酸酯反应。以极高的非对映和对映选择性方式得到了同时具有中心手性和轴手性的双环环己-1,3-二烯。

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