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
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
收藏
页码:1073 / 1082
页数:10
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