Asymmetric 1,3-dipolar cycloaddition of nitrile oxides to γ-substituted allylic alcohols

被引：50

作者：

Yoshida, Y

Ukaji, Y

Fujinami, S

Inomata, K ^{[1
]}

机构：

[1] Kanazawa Univ, Fac Sci, Dept Chem, Kanazawa, Ishikawa 9201192, Japan

[2] Kanazawa Univ, Grad Sch Nat Sci & Technol, Dept Chem Sci, Kanazawa, Ishikawa 9201192, Japan

来源：

CHEMISTRY LETTERS | 1998年 / 10期

关键词：

D O I：

10.1246/cl.1998.1023

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The asymmetric 1,3-dipolar cycloaddition of nitrile oxides to gamma-substituted allylic alcohols was achieved by the use of diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding 3,4,5-trisubstituted-2-isoxazolines with high regio- and enantioselectivities. 4,5-trans-2-Isaxazolines derived from ethyl (E)-4-hydroxy-2-butenoate were transformed to the corresponding 3,5-cis-2-isoxazolines by the treatment with a base through isomerization and lactonization.

引用

页码：1023 / 1024

页数：2

共 13 条

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