Tricyclic-isoxazolidine analogues via intramolecular 1,3-dipolar cycloaddition reactions of nitrones

被引:13
|
作者
Saubern, Simon [1 ]
Macdonald, James M. [1 ]
Ryan, John H. [1 ]
Woodgate, Ruth C. J. [1 ]
Louie, Theola S. [1 ]
Fuchter, Matthew J. [1 ]
White, Jonathan M. [2 ]
Holmes, Andrew B. [1 ,2 ]
机构
[1] CSIRO Mol & Hlth Technol, Clayton, Vic 3169, Australia
[2] Univ Melbourne, Sch Chem, Inst Bio21, Parkville, Vic 3010, Australia
基金
澳大利亚研究理事会;
关键词
1,3-Dipolar cycloaddition; Nitrones; Isoxazoles; ASYMMETRIC ALKYLATION; DERIVATIVES; MILD;
D O I
10.1016/j.tet.2010.01.062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The tricyclic-isoxazolidine analogues tetrahydiothiochiomenoisoxazoles, hexahydroisoxazolequinolines and tetrahyclroisoxazolepyranopyriclines weie prepared by an intramoleculai 1,3-dipolai cycloadclition ieaction of a nitrone with an alkene For N-alkylated hexahydroisoxazolequinolines, reduction of the teaction time from two clays to 40 min was achieved using miciowave heating The cyclization to form tetiahydioisoxazolepyranopyridines only proceeded when the alkene was substituted with an electron withch awing group (C) 2010 Elsevier Ltd All rights reserved
引用
收藏
页码:2761 / 2767
页数:7
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