Improved Synthesis of Enantiopure 4-Hydroxy[2.2]paracyclophane

被引:46
|
作者
Friedmann, Christian J. [1 ]
Ay, Sefer [1 ]
Braese, Stefan [1 ]
机构
[1] Karlsruhe Inst Technol, Inst Organ Chem, D-76131 Karlsruhe, Germany
来源
JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 13期
关键词
EFFICIENT ROUTE; PSEUDO-ORTHO; MACRO RINGS; LIGANDS; PLANAR; DERIVATIVES; PARACYCLOPHANE; 2ND-GENERATION; RESOLUTION; CHIRALITY;
D O I
10.1021/jo100468s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-Hydroxy[2.2]paracyclophane is readily prepared via an improved synthetic protocol from unsubstituted[2.2]paracyclophane. The key step is a Dakin oxidation of 4-formyl[2.2]paracyclophane. This allows a rapid access to large quantities of the product and an easy synthesis of the enantiopure form.
引用
收藏
页码:4612 / 4614
页数:3
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