STEREOSELECTIVE 1,3-TRANSPOSITION REACTION OF ALLYLIC ALCOHOLS

被引：38

作者：

YASUDA, A ^{[1
]}

YAMAMOTO, H ^{[1
]}

NOZAKI, H ^{[1
]}

机构：

[1] KYOTO UNIV, DEPT IND CHEM, KYOTO 606, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1979年 / 52卷 / 06期

关键词：

D O I：

10.1246/bcsj.52.1757

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reduction of glycidyl mesylate with dissolving metal produces allylic alcohol in fair to excellent yield. Combined with the highly stereoselective epoxidation of allylic alcohols with butyl hydroperoxide and oxobis(2,4-pentanedionato-0,0')vanadium(IV) as a catalyst, the sequence provides a new and efficient means for 1,3-trans-position of allylic alcohols, by which geraniol is transformed into linalool, farnesol into nerolidol, and furthermore, ( -)-?.y-carveol into the (-[-) antipode and vice versa in a stereospecific way.

引用

页码：1757 / 1759

页数：3

共 18 条

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