Synthesis of the first fluorinated cantharidin analogues

被引:45
作者
Essers, M [1 ]
Wibbeling, B [1 ]
Haufe, G [1 ]
机构
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
关键词
Diels-Alder reaction; fluorinated cantharidin analogues; fluorinated maleic anhydrides; furan; O-17; NMR;
D O I
10.1016/S0040-4039(01)01056-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fluorinated cantharidin analogues (4-7) have been synthesized for the first time. The key step in each synthesis is an exo-selective Diels-Alder reaction of furan with the appropriate fluorinated maleic anhydride. O-17 NMR measurements of 5-7 and the corresponding non-fluorinated parent compounds were undertaken to show the influence of the fluorine substituent(s) on the electronic properties of the oxygen atoms. (C) 2001 Elsevier Science Ltd. All rights reserved.
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页码:5429 / 5433
页数:5
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