Synthesis of fused bicyclic glutarimides

被引:10
作者
Chang, MY [1 ]
Chen, CY
Chen, ST
Chang, NC
机构
[1] Natl Univ Kaohsiung, Dept Appl Chem, Kaohsiung 811, Taiwan
[2] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung 804, Taiwan
[3] Acad Sinica, Inst Biol Chem, Taipei 115, Taiwan
关键词
bicyclic glutarimides; stepwise [3+3] annulation; intramolecular alkylation; oxidative cyclization or ring-closing metathesis;
D O I
10.1016/S0040-4020(03)01198-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe an efficient route towards the synthesis of fused bicyclic glutarimides using facile [3+3] reaction of alpha-sulfonylacetamides with different alpha,beta-unsaturated esters as the key step. Intramolecular cyclization of 4-substituted 3-sulfonylglutarimide to form 5,6-, 6,6- or 6,7-fused bicyclic glutarimides was accomplished via alkylation, oxidative cyclization or ring-closing metathesis in modest yield. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7547 / 7553
页数:7
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