Synthesis of 1,2,4-trioxanes and 1,2,4-trioxepanes by N-halogenosuccinimide-mediated cyclisations of unsaturated hydroperoxyacetals

被引:27
作者
Ushigoe, Y [1 ]
Kano, Y [1 ]
Nojima, M [1 ]
机构
[1] OSAKA UNIV,FAC ENGN,DEPT CHEM MAT,SUITA,OSAKA 565,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 01期
关键词
D O I
10.1039/a605616d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ozonolyses of vinyl ethers 1a-c in CH2Cl2 in the presence of allylic and homoallylic alcohols 3a-c give in each case the corresponding unsaturated hydroperoxy acetals 4a-h, derived from capture of the carbonyl oxides 2a-c by the unsaturated alcohols, N-Halogenosuccinimide-mediated cyclisations of the hydroperoxides give the corresponding 1,2,4-trioxanes and/or 1,2,4-trioxepanes, depending on the structure of the hydroperoxides and the identity of the N-halogenosuccinimides.
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页码:5 / 10
页数:6
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