Synthesis of enantiopure (S,R,S)- and (R,S,R)-1,4,5,8,9,16-hexa-hydroxytetraphenylenes

被引:33
|
作者
Wu, An-Hui
Hau, Chun-Kit
Wong, Henry N. C. [1 ]
机构
[1] Chinese Univ Hong Kong, Dept Chem, Ctr Novel Funct Mol, Shatin, Hong Kong, Peoples R China
[2] Chinese Univ Hong Kong, Cent Lab, Inst Mol Technol Drug Discovery & Synth, Area Excellence,Univ Grants Comm Hong Kong, Shatin, Hong Kong, Peoples R China
关键词
demethylation; hypervalent compounds; iodobenzene diacetate; phenolic oxidation; quinone; resolution;
D O I
10.1002/adsc.200600499
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
114,51819,16-Hexahydroxytetraphenylene (5) was synthesized by an iodobenzene diacetate-mediated phenolic oxidation. Enantiopure forms of 1,4,5,8,9,16-hexahydroxytetraphenylenes [(S,R,S)-5 and (R,S,R)] were successfully synthesized either by using (S,S)-and (R,R)-1,8,9,16-tetramethoxytetraphenylenes [(SS)-7 and (R,R)-7] as starting materials or by direct resolution of 1,4,5,8,9,16-hexahydroxytetraphenylene (5).
引用
收藏
页码:601 / 608
页数:8
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