ENANTIOSELECTIVE SYNTHESIS OF 2-ISOXAZOLINES VIA ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION OF NITRILE OXIDE TO ACHIRAL ALLYL ALCOHOL

被引:70
|
作者
UKAJI, Y
SADA, K
INOMATA, K
机构
关键词
D O I
10.1246/cl.1993.1847
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The asymmetric 1,3-dipolar cycloaddition of a nitrile oxide to an achiral allyl alcohol was achieved by the use of (R,R)-diisopropyl tartrate as a chiral auxiliary. Treatment of the allyl alcohol with diethylzinc and the tartrate, followed by the addition of diethylzinc and a hydroximoyl chloride, afforded the corresponding (R)-2-isoxazolines with excellent enantioselectivity.
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页码:1847 / 1850
页数:4
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