Application of the TMSOTf-AgClO4 activator system to the synthesis of novel, potent, C-10 phenoxy derivatives of dihydroartemisinin

被引：23

作者：

O'Neill, PM ^{[1
]}

Miller, A

Ward, SA

Park, BK

Scheinmann, F

Stachulski, AV

机构：

[1] Univ Liverpool, Robert Robinson Labs, Dept Chem, Liverpool L69 7ZD, Merseyside, England

[2] Univ Liverpool, Dept Pharmacol, Liverpool L69 3GE, Merseyside, England

[3] UFC Ltd, Manchester M15 6SY, Lancs, England

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 51期

关键词：

D O I：

10.1016/S0040-4039(99)01891-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The combination of TMSOTf and AgCIO4 promotes the efficient C-10 phenoxylation of dihydroartemisinin (3) in good chemical yield and excellent stereoselectivity. In contrast to previous reports on other phenoxyglycoside derivatives, the phenoxy derivatives (5a-11b) of dihydroartemisinin do not undergo O to C rearrangement to the corresponding C-10-aryl derivatives. All of the new derivatives had potent in vitro antimalarial activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：9129 / 9132

页数：4

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