RESOLUTION, ASYMMETRIC TRANSFORMATION, AND CONFIGURATION OF TROGER BASE - APPLICATION OF TROGER BASE AS A CHIRAL SOLVATING AGENT

被引：141

作者：

WILEN, SH ^{[1
]}

QI, JZ ^{[1
]}

WILLIARD, PG ^{[1
]}

机构：

[1] BROWN UNIV, DEPT CHEM, PROVIDENCE, RI 02912 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 02期

关键词：

D O I：

10.1021/jo00002a002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Troger's base, 1, has been resolved by diastereomeric salt formation with a strongly acidic resolving agent, 2. The resolution is attended by an asymmetric transformation. Enantiopure 1 acts as a chiral solvating agent toward several secondary and tertiary alcohols. The configuration of 1 has been determined by X-ray crystallography on salt 3 to be (5S,11S)-(+) which is contrary to that previously established from the circular dichroism spectrum by the method of exciton chirality.

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页码：485 / 487

页数：3

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