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学科主题: 生命有机化学
题名: Design, synthesis and in vitro antimalarial activity of spiroperoxides
其他题名: 螺环过氧化物的设计、合成及体外抗疟活性
作者: Jin HX(金红霞) ; Zhang Q(张琦) ; Jin HS(金惠淑) ; 綿矢有佑 ; Liu HH(刘鹤华) ; Wu YK(伍贻康)
通讯作者: 伍贻康
刊名: Tetrahedron
发表日期: 2006
卷: 62, 期:33, 页:7699-7711
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所
英文摘要: Several spiroperoxy antimalarial compounds were designed and synthesized using the hydrogen peroxide in UHP (urea-H2O2 complex) as the source of the peroxy bond. Incorporation of the H2O2 into the organic molecule framework through ketal exchange reaction in the present cases was greatly facilitated by the potential to form a five- or six-membered cyclic hemiketal due to the presence of a hydroxyl group gamma or beta to the ketone carbonyl group. When the electron-withdrawing group in the Michael acceptor was a nitro group, the closure of the peroxy ring occurred readily under the hydroxidation conditions. Presence of a benzene ring fused to the peroxy ling effectively reduced the degrees of freedom in the transition state for the ring-closure step and made the otherwise very difficult seven-membered 1,2-dioxepane rather easy to form through the intramolecular Michael addition. (c) 2006 Elsevier Ltd. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000239218800008
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/20373
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
Jin HX,Zhang Q,Jin HS,et al. Design, synthesis and in vitro antimalarial activity of spiroperoxides[J]. Tetrahedron,2006,62(33):7699-7711.
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