A New Method for the Synthesis of Enantiomerically Pure Betti Base

被引：2

作者：

Bian, Guangling ^{[1
,2
]}

Yang, Shiwei ^{[1
,2
]}

Huang, Huayin ^{[1
,2
]}

Song, Ling ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Key Lab Coal Ethylene Glycol & Related Technol, Fuzhou 350002, Fujian, Peoples R China

[2] Chinese Acad Sci, State Key Lab Struct Chem, Fujian Inst Res Struct Matter, Fuzhou 350002, Fujian, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2013年 / 45卷 / 07期

关键词：

Betti base; 1,1 '-binaphthalene-2,2 '-diyl sodium phosphate; chiral resolution; recycle; asymmetric synthesis; CHIRAL AUXILIARY; ONE-POT; ACIDS;

D O I：

10.1055/s-0032-1318272

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed a new method for the synthesis of enantiomerically pure Betti base. By using trifluoroacetic acid to replace the more traditionally used hydrochloride acid, the hydrolysis procedure used in the classical synthesis of racemic Betti base was carried out under milder conditions with an improved yield (up to 96%), which was followed by a new and efficient resolution with using recyclable (R)-1,1'-binaphthalene-2,2'-diyl sodium phosphate to provide enantiomerically pure (S)-Betti base in 95% yield with up to 99% ee and (R)-Betti base in 93% yield with 90% ee in one resolution step.

引用

页码：899 / 902

页数：4

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