SYNTHESIS OF OPTICALLY-ACTIVE SUBSTITUTED CYCLOHEXENONES FROM CARBOHYDRATES BY CATALYTIC FERRIER REARRANGEMENT

被引：61

作者：

CHIDA, N ^{[1
]}

OHTSUKA, M ^{[1
]}

OGURA, K ^{[1
]}

OGAWA, S ^{[1
]}

机构：

[1] KEIO UNIV, FAC SCI & TECHNOL, DEPT APPL CHEM, KOHOKU KU, YOKOHAMA, KANAGAWA 223, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1991年 / 64卷 / 07期

关键词：

D O I：

10.1246/bcsj.64.2118

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Conversion of hex-5-enopyranosides into substituted cyclohexanones (Ferrier rearrangement) was found to proceed efficiently with a catalytic amount of various mercury(II) salts at room temperature in a neutral solvent system. Among the mercury(II) salts tested, mercury(II) trifluoroacetate showed the highest activity. Four optically active cyclohexenones were prepared from hex-5-enopyranosides utilizing this method.

引用

页码：2118 / 2121

页数：4

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