Synthesis of the first fluorinated cantharidin analogues

Authors
Essers, M Wibbeling, B Haufe, G
Citation
M. Essers et al., Synthesis of the first fluorinated cantharidin analogues, TETRAHEDR L, 42(32), 2001, pp. 5429-5433
Citations number
53
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
32
Year of publication
2001
Pages
5429 - 5433
Database
ISI
SICI code
0040-4039(20010806)42:32<5429:SOTFFC>2.0.ZU;2-X
Abstract
Fluorinated cantharidin analogues (4-7) have been synthesized for the first time. The key step in each synthesis is an exo-selective Diels-Alder react ion of furan with the appropriate fluorinated maleic anhydride. O-17 NMR me asurements of 5-7 and the corresponding non-fluorinated parent compounds we re undertaken to show the influence of the fluorine substituent(s) on the e lectronic properties of the oxygen atoms. (C) 2001 Elsevier Science Ltd. Al l rights reserved.