Catalytic asymmetric 1,3-dipolar cycloaddition of nitrile oxides to an achiral allyl alcohol utilizing diisopropyl tartrate as a chiral auxiliary

被引：86

作者：

Shimizu, M ^{[1
]}

Ukaji, Y ^{[1
]}

Inomata, K ^{[1
]}

机构：

[1] HOKURIKU UNIV, FAC SCI, DEPT CHEM, KANAZAWA, ISHIKAWA 92011, JAPAN

来源：

CHEMISTRY LETTERS | 1996年 / 06期

关键词：

D O I：

10.1246/cl.1996.455

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The catalytic asymmetric 1,3-dipolar cycloaddition of nitrile oxides to an achiral allyl alcohol was achieved by the use of a catalytic amount of diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding (R)-2-isoxazolines with high enantioselectivity. In order to realize reproducible higher stereoselection, the addition of a small amount of ethereal compound such as 1,4-dioxane was crucial.

引用

页码：455 / 456

页数：2

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