Copper(I) catalyzed conjugate addition of Grignard reagents to acrylic acids: Homologation of artemisinic acid and subsequent conversion to 9-substituted artemisinin analogs

被引:19
作者
Vroman, JA
Khan, IA
Avery, MA
机构
[1] UNIV MISSISSIPPI,DEPT CHEM,UNIVERSITY,MS 38677
[2] UNIV MISSISSIPPI,SCH PHARM,DEPT MED CHEM,UNIVERSITY,MS 38677
[3] UNIV MISSISSIPPI,NATL CTR DEV NAT PROD,UNIVERSITY,MS 38677
关键词
D O I
10.1016/S0040-4039(97)01428-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new route to novel 9-substituted-10-deoxoartemisinin analogs (13, 14) was developed employing photoxygenation of homologated derivatives of artemisinic acid (9, 10). Conjugate addition to the acrylate moiety of artemisinic acid 2 was made possible by in situ protection as a silyl ester, Cu(I)-catalyzed 1,4-addition of RMgX, and deprotection. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:6173 / 6176
页数:4
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