A strategic alternative to solid phase synthesis: Preparation of a small isoxazoline library by ''fluorous synthesis''

被引：104

作者：

Studer, A ^{[1
]}

Curran, DP ^{[1
]}

机构：

[1] UNIV PITTSBURGH,DEPT CHEM,PITTSBURGH,PA 15260

来源：

TETRAHEDRON | 1997年 / 53卷 / 19期

关键词：

OXIDE CYCLO-ADDITIONS; COMBINATORIAL LIBRARIES; ASYMMETRIC INDUCTION; DRUG DISCOVERY; MOLECULES; CHEMISTRY; DESIGN;

D O I：

10.1016/S0040-4020(97)00224-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The preparation of a highly fluorinated silyl group and its use as a ''fluorous label'' are described. Allyl and propargyl alcohols are rendered fluorous upon attachment to the fluorous label. Cycloaddition of the fluorous dipolarophiles to nitrite oxides provides the corresponding isoxazol(in)es which are purified by simple liquid-liquid extractions. After detachment of the label and renewed extraction, the organic isoxazol(in)es are obtained. This new fluorous methodology allows the preparation of isoxazol(in)es in high purities without using chromatography. (C) 1997 Elsevier Science Ltd.

引用

页码：6681 / 6696

页数：16

共 49 条

[41] THE ANOMALOUS BEHAVIOR OF FLUOROCARBON SOLUTIONS [J].