Novel strategy for the synthesis of chiral pseudo-ortho-substituted hydroxy[2.2]paracyclophane-based ligands from the resolved 4-bromo-12-hydroxy[2.2]paracyclophane as a parent compound

被引：41

作者：

Zhuravsky, Roman ^{[1
]}

Starikova, Zoya ^{[1
]}

Vorontsov, Evgenii ^{[1
]}

Rozenberg, Valeria ^{[1
]}

机构：

[1] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia

来源：

TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 02期

基金：

俄罗斯基础研究基金会;

关键词：

D O I：

10.1016/j.tetasy.2007.12.010

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A simple and efficient resolution of racemic 4-bromo-12-hydroxy[2.2]paracyclophane into its enantiomers via diastereomeric esters with (1S)-(-)-camphanic acid was carried out. New synthetic routes to enantiomerically pure 4,12-dihydroxy- and 4-hydroxy[2.2]paracyclophanes starting from the enantiomers of an intermediate 4-bromo-12-hydroxy[2.2]paracyclophane are proposed. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：216 / +

页数：9

共 2 条

[1] Synthesis of Bromo-Substituted 4-Hydroxy[2.2]paracyclophanes and [2.2]Paracyclophane-4,7-quinones as Versatile Chiral Building Blocks
Atman, Natalia V.
Zhuravsky, Roman P.
Antonov, Dmitrii Yu.
Sergeeva, Elena V.
Godovikov, Ivan A.
Starikova, Zoya A.
Vologzhanina, Anna V.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (02) : 325 - 330
[2] Enantiomerically pure (R)- and (S)-15-Hydroxy[2.2]paracyclophane-4-carbaldehyde (iso-FHPC):: A novel parent compound for planar chiral ligands
Rozenberg, VI
Antonov, DY
Sergeeva, EV
Vorontsov, EV
Starikova, ZA
Fedyanin, IV
Schulz, C
Hopf, H
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (11) : 2056 - 2061

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