COPPER(I) CATALYZED CONJUGATE ADDITION OF GRIGNARD-REAGENTS TO ACRYLIC ACIDS - HOMOLOGATION OF ARTEMISINIC ACID AND SUBSEQUENT CONVERSION TO 9-SUBSTITUTED ARTEMISININ ANALOGS

Authors
VROMAN JA KHAN IA AVERY MA
Citation
Ja. Vroman et al., COPPER(I) CATALYZED CONJUGATE ADDITION OF GRIGNARD-REAGENTS TO ACRYLIC ACIDS - HOMOLOGATION OF ARTEMISINIC ACID AND SUBSEQUENT CONVERSION TO 9-SUBSTITUTED ARTEMISININ ANALOGS, Tetrahedron letters, 38(35), 1997, pp. 6173-6176
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
35
Year of publication
1997
Pages
6173 - 6176
Database
ISI
SICI code
0040-4039(1997)38:35<6173:CCCAOG>2.0.ZU;2-R
Abstract
A new route to novel 9-substituted-10-deoxoartemisinin analogs (13, 14 ) was developed employing photoxygenation of homologated derivatives o f artemisinic acid (9, 10). Conjugate addition to the acrylate moiety of artemisinic acid 2 was made possible by in situ protection as a sil yl ester, Cu(I)-catalyzed 1,4-addition of RMgX, and deprotection. (C) 1997 Elsevier Science Ltd.