Synthesis of chiral 2,5-bis(oxazolinyl)thiophenes and their application as chiral shift reagents, for 1,1′-bi-2-naphthol

被引：0

作者：

Gao, MZ ^{[1
]}

Wang, B ^{[1
]}

Liu, HB ^{[1
]}

Xu, ZL ^{[1
]}

机构：

[1] Zhongshan Univ, Dept Chem, Guangzhou 510275, Guangdong, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2002年 / 20卷 / 01期

关键词：

C-2-symmetry; 2,5-bis(oxazolinyl)thiophene; chiral shift reagent;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of C-2-symmetricai chiral 2,5-bis(4'-alkyloxazolin-2-yl) thiophenes (thiobox) have been synthesized from thiophene-2, 5-dicarboxylic acid by sequential amidation with a chiral ethanolamine, conversion of hydroxyl to chloro group, and base-promoted oxazoline ring formation. As demonstrated by (-).2, 5-bis [4'-(S)-isopropyloxazolin-2-yl] thiophene, these thiobox systems exhibited remarkable chirality recognition of 1,1'-bi-2-naphthol giving rise to pronounced shifts in the H-1 MM signals of the latter axial chiral compound at the positions of C-3, C-49 C-5, and C-8.

引用

页码：85 / 89

页数：5