Diastereoselective Synthesis of Novel Spiro-Isoxazolidines via [3+2] Cycloaddition

被引：4

作者：

Shah, Sakshi ^{[1
]}

Badru, Rahul ^{[1
]}

Singh, Baldev ^{[1
]}

机构：

[1] Punjabi Univ, Dept Chem, Patiala 147002, Punjab, India

来源：

SYNTHETIC COMMUNICATIONS | 2013年 / 43卷 / 07期

关键词：

3+2] Cycloaddition; N-arylmaleimides; N-cyclohexylidene n-phenyl nitrone; spiro-isoxazolidines; ENANTIOPURE CYCLIC NITRONE; 1,3-DIPOLAR CYCLOADDITION; DERIVATIVES; NUCLEOSIDES;

D O I：

10.1080/00397911.2011.622063

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this protocol, synthesis of novel 2,5-diphenyl-3,3-spiropentamethylene-5H-2,3,3a,6a-tetrahydropyrrolo[3,4-d]isoxazole-4,6-diones through [3 + 2] cycloaddition of N-cyclohexylidene N-phenyl nitrones with cyclic dipolarophiles is described. 1,3-Dipolar cycloaddition of nitrones with substituted N-arylmaleimides gives exclusively endo-diastereoisomers of spiro-isoxazolidines and their stereochemistry was assigned using 1H NMR and 1H-1H correlation spectroscopic studies.

引用

页码：1073 / 1082

页数：10

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