Stereoselective synthesis of enantiomerically pure inherently chiral p-tert-butylcalix[4]arene carboxylic acids

被引:12
作者
Karpus, Andrii O. [1 ,2 ]
Yesypenko, Oleksandr A. [1 ]
Andronov, Leonid P. [1 ,3 ]
Boyko, Vyacheslav I. [1 ]
Garasevich, Sergei G. [3 ]
Voitenko, Zoia V. [2 ]
Chernega, Alexander N. [1 ]
Kalchenko, Vitaly I. [1 ]
机构
[1] Natl Acad Sci Ukraine, Inst Organ Chem, UA-9402660 Kiev, Ukraine
[2] Kiev Natl Taras Shevchenko Univ, Dept Chem, UA-01033 Kiev, Ukraine
[3] Kiev Natl Taras Shevchenko Univ, Dept Phys, UA-01033 Kiev, Ukraine
关键词
OPTICAL RESOLUTION; LOWER RIM; RECOGNITION; CALIXARENES; CONE;
D O I
10.1016/j.tetasy.2012.07.016
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Both enantiomers of inherently chiral dipropoxy-p-tert-butylcalix[4],arene carboxylic acids with AABH substitution patterns have been prepared by the stereoselective reactions of 25,26-dipropoxy-p-tert-butylcalix[4]arene with enantiomerically pure (S)- or (R)-N-(1-phenylethyl)bromoacetamide, separation of the diastereomers by recrystallization, and removal of the chiral auxiliary groups. The absolute configurations of the obtained compounds have been established by X-ray analysis. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1243 / 1250
页数:8
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