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溴对1,1-二烷基-2-(芳氧基甲基)氮杂环丙烷盐的区域和立体特异性开环反应

Regio- and stereospecific ring opening of 1,1-dialkyl-2-(aryloxymethyl)aziridinium salts by bromide.

作者信息

D'hooghe Matthias, Van Speybroeck Veronique, Waroquier Michel, De Kimpe Norbert

机构信息

Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Belgium.

出版信息

Chem Commun (Camb). 2006 Apr 14(14):1554-6. doi: 10.1039/b518298k. Epub 2006 Mar 2.

DOI:10.1039/b518298k
PMID:16575458
Abstract

Enantiomerically pure 2-(aryloxymethyl)aziridines are efficiently transformed into chiral N-(2-bromo-3-aryloxypropyl)amines via a regio- and stereospecific ring opening of the intermediate aziridinium salts, and the experimental results are rationalized on the basis of some high level ab initio calculations.

摘要

对映体纯的2-(芳氧基甲基)氮丙啶通过中间体氮丙啶鎓盐的区域和立体特异性开环反应高效转化为手性N-(2-溴-3-芳氧基丙基)胺,并且基于一些高水平的从头计算对实验结果进行了合理化分析。

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