Highly diastereoselective synthesis of the 1,1′-binaphthol unit on a bile acid template

被引：28

作者：

Bandyopadhyaya, AK ^{[1
]}

Sangeetha, NM ^{[1
]}

Maitra, U ^{[1
]}

机构：

[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 24期

关键词：

D O I：

10.1021/jo000703z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of 7-deoxycholic acid as a chiral template in the asymmetric syntheses of 1,1'-binaphthyl-2,2'-diol derivatives is reported. Intramolecular coupling of compounds 7 and 11 have been carried out with Mn(acac)(3) in CH3CN to afford coupled binaphthol products 8 and 12 with 65% and >99% diastereoselectivity, respectively. In both cases the predominant formation of the (S) isomers were predicted by computer modeling studies. This was confirmed in the case of compound 12.

引用

页码：8239 / 8244

页数：6

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