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一种含硝基的Plakoric酸类似物的合成
引用本文:张琦,金红霞,刘鹤华,伍贻康.一种含硝基的Plakoric酸类似物的合成[J].中国化学,2006,24(9):1190-1195.
作者姓名:张琦  金红霞  刘鹤华  伍贻康
作者单位:State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
基金项目:Project supported by the National Natural Science Foundation of China (Nos. 20025207, 20272071, 20372075, 20321202) and the Chinese Academy of Sciences (No. KGCX2-SW-209). Dedicated to Professor Xikui Jiang on the occasion of his 80th birthday.
摘    要:Synthesis of a nitro analogue of plakoric acid is presented. The peroxy bond was incorporated into the substrate structure through a boron trifluoride etherate catalyzed methoxy-hydroperoxy group partial exchange reaction in diethyl ether with urea-hydrogen peroxide complex (UHP, a commercially available solid reagent) as the source of the hydrogen peroxide. Under the given conditions, only one of the two methoxyl groups underwent the MeO—— OOH exchange and the resulting hydroperoxy hemiketal proceeded directly to the end product through an intramolecular Michael addition of the hydroperoxyl group to the nitro group activated carbon-carbon double bond.

关 键 词:过氧化物  环化作用  半酮缩醇  抗疟药
收稿时间:2006-05-10
修稿时间:2006-05-102006-06-22

Synthesis of a Nitro Analogue of Plakoric Acid
ZHANG Qi,JIN Hong-Xia,LIU He-Hua, WU Yi-Kang.Synthesis of a Nitro Analogue of Plakoric Acid[J].Chinese Journal of Chemistry,2006,24(9):1190-1195.
Authors:ZHANG Qi  JIN Hong-Xia  LIU He-Hua  WU Yi-Kang
Institution:State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
Abstract:
Keywords:peroxide  cyclization  hemiketal  exchange  antimalarial
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