Eu(fod)3-catalyzed tandem regiospecific rearrangement of divinyl alkoxyacetates and Diels-Alder reaction

被引:8
作者
Dai, WM [1 ]
Mak, WL [1 ]
Wu, AX [1 ]
机构
[1] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China
关键词
lanthanides; dienes; rearrangements; Diels-Alder reactions;
D O I
10.1016/S0040-4039(00)01172-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Unsymmetrical divinyl alkoxyacetates (such as 7a) undergo a Eu(fod)(3)-catalyzed regiospecific allylic rearrangement to form C-5-substituted (E)-2-ethoxy-1,3-dienes at room temperature. When the rearrangement of 7a was carried out in the presence of maleic anhydride, a tandem allylic rearrangement and Diels-Alder reaction occurred to give the adduct 11. Reactions of other dienophiles in this tandem procedure were examined. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7101 / 7105
页数:5
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