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有机催化的靛红亚胺的对映选择性过氧化反应。

Organocatalytic enantioselective peroxidation of ketimines derived from isatins.

机构信息

Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.

出版信息

Org Lett. 2015 Jun 5;17(11):2590-3. doi: 10.1021/acs.orglett.5b00805. Epub 2015 May 12.

Abstract

The first catalytic enantioselective addition of hydroperoxides to ketimines derived from isatins has been developed. Excellent yields and enantioselectivities were observed for the reaction of various ketimines with peroxides using a cinchona alkaloid sulfonamide catalyst. Both enantiomers of products could be obtained by using pseudoenantiomeric chiral catalysts. The obtained product can be converted to optically active α-amino hydroperoxide.

摘要

首次发展了金鸡纳生物碱磺酰胺催化剂催化的过氧化物对色胺酮的首例对映选择性加成反应。该反应使用各种过氧化物与色胺酮反应时,观察到了优异的产率和对映选择性。使用假对映手性手性催化剂可以得到产物的两种对映异构体。得到的产物可以转化为光学活性的α-氨基过氧化物。

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