An improved method for the resolution of 1,1′-binaphthalene-2,2′-diol via a phosphite using (-)-menthol as a resolving agent

被引：4

作者：

Cai, JX

Zhou, ZH

Li, KY

Yeung, CH

Tang, CC ^{[1
]}

机构：

[1] Nankai Univ, Inst Elementoorgan Chem, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China

[2] Hong Kong Polytech Univ, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China

[3] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2002年 / 177卷 / 01期

基金：

中国国家自然科学基金;

关键词：

fractional crystallization; optically activity; phosphite; resolution;

D O I：

10.1080/10426500210215

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

(-)-Menthol reacts with phosphorus trichloride to afford menthyl phosphorodichloridite 2, which further reacts with racemic 1,1'-binaphthatene-2,2'-diol to give phosphite (+/-)-3 in the presence of triethylamine. (+/-)-3 can be easily separated by fractional crystallization to form the crystal (+)-(S)-3 and the mother liquor (-)-(R)-3. Then both the crystal and the mother liquor are treated with the AcOH-H2O to obtain enantiomeric pure (-)-(S)-1 and (+)-(R)-1 respectively, with enantiomeric excess up to 99.7%.

引用

页码：189 / 193

页数：5

共 34 条

[1] VAULTED BIARYLS AS CHIRAL LIGANDS FOR ASYMMETRIC CATALYTIC DIELS-ALDER REACTIONS [J].