Chiral isothiourea-catalyzed kinetic resolution of 4-hydroxy[2.2]paracyclophane

被引:6
作者
Weinzierl, David [1 ]
Waser, Mario [1 ]
机构
[1] Johannes Kepler Univ Linz, Inst Organ Chem, Altenbergerstr 69, A-4040 Linz, Austria
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 17卷
基金
奥地利科学基金会;
关键词
acylation; kinetic resolution; nucleophilic catalysis; paracyclophanes; planar chirality; ENANTIOMERICALLY PURE; DERIVATIVES;
D O I
10.3762/bjoc.17.68
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We herein report a method for the kinetic resolution of racemic 4-hydroxy[2.2]paracyclophane by means of a chiral isothiourea-catalyzed acylation with isobutyric anhydride. This protocol allows for a reasonable synthetically useful s-factor of 20 and provides a novel entry to obtain this interesting planar chiral motive in an enantioenriched manner.
引用
收藏
页码:800 / 804
页数:5
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