C-10-fluorinated derivatives of dihydroartemisinin: difluoromethylene ketones

Citation
F. Chorki et al., C-10-fluorinated derivatives of dihydroartemisinin: difluoromethylene ketones, TETRAHEDR L, 42(8), 2001, pp. 1487-1489
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
8
Year of publication
2001
Pages
1487 - 1489
Database
ISI
SICI code
0040-4039(20010219)42:8<1487:CDODDK>2.0.ZU;2-X
Abstract
Difluoroenoxysilanes, prepared from aromatic and heterocyclic ketones, reac ted with dihydroartemisinin acetate in the presence of Lewis acid to provid e in good to moderate yields the 10-substituted difluoromethylene ketones. The introduction of the difluoromethylketone moiety was accompanied by the epimerisation of C-9. Best results were obtained using SnCl4 as Lewis acid. (C) 2001 Published by Elsevier Science Ltd.