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Synthesis of a Nitro Analogue of Plakoric Acid
  • ISSN号：1001-604X
  • 期刊名称：《中国化学：英文版》
  • 时间：0
  • 分类：R978.61[医药卫生—药品;医药卫生—药学]
  • 作者机构：[1]State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
  • 相关基金：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.
作者： 张琦[1], 金红霞[1], 刘鹤华[1], 伍贻康[1]
关键词： 过氧化物, 环化作用, 半酮缩醇, 抗疟药, peroxide, cyclization, hemiketal, exchange, antimalarial
中文摘要：

plakoric 酸的 nitro 类似物的合成被介绍。peroxy 契约通过硼 trifluoride etherate 被合并到底层结构催化 methoxy-hydroperoxy 组在有脲氢过氧化物建筑群的 diethyl 醚的部分交换反应(UHP，商业地可得到的稳固的试剂) 作为氢过氧化物的来源。在给定的条件下面，仅仅，二个 methoxyl 组之一经历了 MeOOOH 交换，产生 hydroperoxy hemiketal 通过 nitro 组的 hydroperoxyl 组的 intramolecular 迈克尔增加直接继续了到结束产品激活的碳碳两倍契约。

英文摘要：

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.

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期刊信息
  • 《中国化学：英文版》
  • 主管单位:
  • 主办单位:中国化学会
  • 主编：
  • 地址：上海市枫林路354号中科院上海有机化学研究所
  • 邮编：200032
  • 邮箱：
  • 电话：021-54925243
  • 国际标准刊号：ISSN：1001-604X
  • 国内统一刊号：ISSN：31-1547/O6
  • 邮发代号:4-646
  • 获奖情况:
  • 中国期刊方阵“双高”期刊
  • 国内外数据库收录:
  • 美国化学文摘（网络版）,荷兰文摘与引文数据库,美国科学引文索引（扩展库）,日本日本科学技术振兴机构数据库,英国英国皇家化学学会文摘
  • 被引量:175