SYNTHESIS OF L-CHIRO-INOSITOL AND (-)-CONDURITOL-F FROM D-SORBITOL BY A HIGHLY STEREOSELECTIVE INTRAMOLECULAR PINACOL COUPLING PROMOTED BY SAMARIUM DIIODIDE

被引：30

作者：

CHIARA, JL

VALLE, N

机构：

[1] Instituto de Quimica Orgánica General, C.S.I.C., E-28006 Madrid

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 08期

关键词：

D O I：

10.1016/0957-4166(95)00246-L

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A synthesis of L-chiro-inositol and (-)-conduritol F starting from readily available D-sorbitol is described. The route involves as a key step an efficient one-pot sequence consisting of the Swern oxidation of a 1,6-diol followed by a highly stereoselective intramolecular pinacol coupling of the resultant dialdehyde, promoted by samarium diiodide.

引用

页码：1895 / 1898

页数：4

共 26 条

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