Reaction of Alkenes with Hydrogen Peroxide and Sodium Iodide: A Nonenzymatic Biogenic-Like Approach to Iodohydrins

Jose Barluenga; Maria Marco-Arias; Francisco Gonzalez-Bobes; Alfredo Ballesteros; Jose M.Gonzalez

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Reaction of Alkenes with Hydrogen Peroxide and Sodium Iodide: A Nonenzymatic Biogenic-Like Approach to Iodohydrins

机译：烯烃与过氧化氢和碘化钠的反应：碘代醇的非酶促生物类似方法

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An efficient protocol to synthesize iodohydrins from alkenes is presented. Reactions were conducted in aqueous media using safe and readily available sodium iodide (the most abundant form of the element), and a highly convenient oxidant such as hydrogen peroxide. Addition of a protic acid triggers a faster and efficient process, a role formally related to that played by haloperoxidase enzymes in naturally occurring transformations. The successful application of these conditions to multigram scale preparations and over natural products derivatives is also discussed.

机译：提出了从烯烃合成碘醇的有效方案。反应使用安全易得的碘化钠（元素的最丰富形式）和高度方便的氧化剂（如过氧化氢）在水性介质中进行。质子酸的添加会触发更快，更有效的过程，该过程与卤代过氧化物酶在自然发生的转化中所起的作用正式相关。还讨论了将这些条件成功应用于多克级制剂和天然产物衍生物的过程。

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《Chemistry: A European journal》 |2004年第7期|共6页
作者
Jose Barluenga; Maria Marco-Arias; Francisco Gonzalez-Bobes; Alfredo Ballesteros; Jose M.Gonzalez;
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原文格式 PDF
正文语种 eng
中图分类化学;
关键词
alkenes; biomimetic synthesis; electrophilic addition; halogenation; water chemistry;

机译：烯烃;仿生合成;亲电加成;卤化;水化学;

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1. Reaction of Alkenes with Hydrogen Peroxide and Sodium Iodide: A Nonenzymatic Biogenic-Like Approach to Iodohydrins [J] . Jose Barluenga, Maria Marco-Arias, Francisco Gonzalez-Bobes, Chemistry: A European journal . 2004,第7期

机译：烯烃与过氧化氢和碘化钠的反应：碘代醇的非酶促生物类似方法
2. A microscale approach to chemical kinetics in the general chemistry laboratory: The potassium iodide hydrogen peroxide iodine-clock reaction [J] . Sattsangi P.D. Journal of Chemical Education . 2011,第2期

机译：通用化学实验室中的微观动力学动力学方法：碘化钾过氧化氢碘钟反应
3. Nonenzymatic Reaction of Dihydroxyacetone with Hydrogen Peroxide Enhanced via a Fenton Reaction [J] . VUK MAKSIMOVIC, MILOS MOJOVIC, GUENTER NEUMANN, Annals of the New York Academy of Sciences . 2005,第Jun期

机译：Fenton反应增强二羟基丙酮与过氧化氢的非酶反应
4. Nonenzymatic Reaction of Dihydroxyacetone with Hydrogen Peroxide Enhanced via a Fenton Reaction [C] . VUK MAKSIMOVI?, MILO? MOJOVI?, GüNTER NEUMANN, International Biophysics Symposium . 2005

机译：二羟基丙酮与过氧化氢的二羟基丙酮的非酶反应通过Fenton反应增强
5. Photocatalytic reactions on quantum-sized semiconductor colloids: Photoinitiated polymerization of vinylic monomers, formation of hydrogen peroxide and organic peroxides, oxidation of carboxylic acids, and synthesis of humic-like material [D] . Hoffman, Amy Jo 1993

机译：量子尺寸半导体胶体的光催化反应：乙烯基单体的光引发聚合，过氧化氢和有机过氧化物的形成，羧酸的氧化以及类腐殖质的合成
6. Killing of Aspergillus fumigatus spores and Candida albicans yeast phase by the iron-hydrogen peroxide-iodide cytotoxic system: comparison with the myeloperoxidase-hydrogen peroxide-halide system. [O] . S M Levitz, R D Diamond 1984

机译：铁-过氧化氢-碘化物的细胞毒性系统杀死烟曲霉孢子和白色念珠菌酵母相：与髓过氧化物酶-过氧化氢-卤化物系统比较。
7. CATALYMETRIC DETERMINATION OF IRON (III) AND ZIRCONIUM(IV) BY THEIR EFFECTS ON THE HYDROGEN PEROXIDE-IODIDE REACTION WITH THE AID OF IODIDE ION-SELECTIVE ELECTRODE [O] . Kataoka Masamitsu, Yoshizawa Yumiko, Kambara Tomihito 1982

机译：碘离子选择性电极催化过氧化氢 - 碘化物反应催化氧化铁（Ⅲ）和锆（Ⅳ）的催化分光光度法测定
8. Reactions Involving Hydrogen Peroxide, Iodine, and Iodate Ion. 6. Oxidation of Iodine by Hydrogen Peroxide at 50 deg C. [R] . Liebhafsky, H. A., McGavock, W. C., Reyes, R. J., 1977

机译：涉及过氧化氢，碘和碘酸根离子的反应。 6.过氧化氢在50℃下氧化碘

Reaction of Alkenes with Hydrogen Peroxide and Sodium Iodide: A Nonenzymatic Biogenic-Like Approach to Iodohydrins

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