Magnesium, bromo-1-octenyl-, (Z)- | 86950-97-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: Magnesium, bromo-1-octenyl-, (Z)-
• 英文别名: magnesium,oct-1-ene,bromide；(E)-1-octenylmagnesium bromide；(E)-oct-1-en-1-ylmagnesium bromide；oct-1-en-t-yl-magnesium bromide
• CAS: 86950-97-2；105746-54-1；688349-06-6
• 化学式: C₈H₁₅BrMg
• 分子量: 215.416
• InChiKey: WBNDFDLJYMZWKJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  10.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  bromozinc(1+),prop-1-ene 、 Magnesium, bromo-1-octenyl-, (Z)- 生成 2-allyloctanol
  参考文献：
  名称：

  使用氧气进行加氢锌化或碳氧化锌制得的有机锌金属氧化物被氧化

  摘要：

  通过官能化的不饱和分子的加氢合或碳合锌制备的有机锌化合物可以在还原后处理后，通过供氧醇直接氧化，以令人满意的产率被氧化。

  DOI：

  10.1016/0040-4039(95)00501-3

文献信息

• Manganese- or Iron-Catalyzed Homocoupling of Grignard Reagents Using Atmospheric Oxygen as an Oxidant
  作者：Gérard Cahiez、Alban Moyeux、Julien Buendia、Christophe Duplais

  DOI：10.1021/ja075417k

  日期：2007.11.1

  Atmospheric oxygen was used for the first time as an oxidant in metal-catalyzed homocoupling of Grignard reagents. These manganese- or iron-catalyzed reactions are efficient, cheap, and eco-friendly. They are applicable to the large-scale synthesis of symmetrical conjugated compounds.

  大气氧首次在格氏试剂的金属催化均偶联中用作氧化剂。这些锰或铁催化的反应高效、廉价且环保。它们适用于对称共轭化合物的大规模合成。
• Method of preparing organomagnesium compounds
  申请人：Ludwig-Maximilians-Universität München

  公开号：EP1582523A1

  公开（公告）日：2005-10-05

  The present invention is directed to a reagent for use in the preparation of organomagnesium compounds as well as to a method of preparing such organomagnesium compounds. The present invention furthermore provides a method of preparing functionalized or unfunctionalized organic compounds as well as the use of the reagents of the present invention in the preparation of organometallic compounds and their reaction with electrophiles. Finally, the present invention is directed to the use of lithium salts - LiY in the preparation of organometallic compounds and their reactions with electrophiles and to an organometallic compound which is obtainable by the disclosed method.

  本发明涉及一种试剂，用于制备有机镁化合物，以及一种制备这种有机镁化合物的方法。本发明还提供了一种制备官能化或非官能化有机化合物的方法，以及本发明的试剂在制备有机金属化合物及其与亲电试剂反应中的应用。最后，本发明涉及锂盐LiY在制备有机金属化合物及其与亲电试剂反应中的应用，以及通过所披露方法获得的有机金属化合物。
• Synthesis of α-alkenyl-α-amino esters via addition of potassium Alkenyltrifluoroborate salts to imine in the presence of Yb(OTf)3
  作者：Hélio A. Stefani、Amna N. Khan、Flávia Manarin、Pedro H. Vendramini、Marcos N. Eberlin

  DOI：10.1016/j.tetlet.2013.08.133

  日期：2013.11

  A simple protocol which led to an effective construction of α-alkenyl-α-amino esters was achieved under mild conditions. This transformation proceeded by Yb-catalyzed addition of alkenyltrifluoroborates across the imine double bond. A variety of functional groups could be applicable to both partners.

  在温和条件下实现了导致有效构建α-烯基-α-氨基酯的简单方案。该转化通过Yb催化的亚胺双键烯基三氟硼酸酯的加成而进行。各种职能部门都可以同时适用于两个合作伙伴。
• On the regioselectivity of the reaction of N-methoxycarbonylpyridinium chloride with Grignard reagents: highly regioselective synthesis of 2-substituted N-methoxycarbonyl-1,2-dihydropyridines.
  作者：Ryohei Yamaguchi、Yutaka Nakazono、Mituyosi Kawanisi

  DOI：10.1016/s0040-4039(00)81774-8

  日期：1983.1

  Whereas alkyl Grignard reagents undergo 1,2- and 1,4-additions to N-methoxycarbonylpyridinium chloride in a variable ratio, alkenyl and alkynyl Grignard reagents do the exclusive 1,2-addition to afford 2-substituted N-methoxycarbonyl-1,2-dihydropyridines in fair to excellent yields.

  烷基格氏试剂对N-甲氧基羰基吡啶鎓氯化物进行可变比例的1,2-和1,4-加成反应，而烯基和炔基格氏试剂仅对1,2-加成反应生成2-取代的N-甲氧基羰基-1,2 -二氢吡啶类化合物的收率中等至优异。
• Highly Regioselective α-Addition of Alkynyl and Alkenyl Grignard Reagents to 1-Alkoxycarbonylpyridinium Salts and Its Application to Synthesis of 1-Azabicycloalkanes and (±)-Solenopsin A
  作者：Ryohei Yamaguchi、Yutaka Nakazono、Toshitsugu Matsuki、Ei-ichiro Hata、Mituyosi Kawanisi

  DOI：10.1246/bcsj.60.215

  日期：1987.1

  Nucleophilic addition of a variety of alkynyl and alkenyl Grignard reagents to 1-methoxycarbonylpyridinium chloride takes place at the α-position in a highly regioselective manner to give 2-substituted 1-methoxycarbonyl-1,2-dihydropyridines exclusively, while, with alkyl Grignard reagents, a lack of the regioselectivity is observed. These results may be explained by the HSAB principle. The high α-regioselectivity

  各种炔基和烯基格氏试剂与 1-甲氧基羰基氯化吡啶的亲核加成以高度区域选择性的方式在 α-位发生，以专门产生 2-取代的 1-甲氧基羰基-1,2-二氢吡啶，而使用烷基格氏试剂，观察到缺乏区域选择性。这些结果可以用 HSAB 原理来解释。在 2-取代吡啶的情况下也保持了高 α-区域选择性，仅得到 2,6-二取代的 1,2-二氢吡啶，其可以立体选择性地转化为顺式和反式 2,6-二烷基化哌啶。1-甲氧羰基吡啶鎓盐的这些高度区域选择性的α-炔基化被用于合成1-氮杂双环烷烃和(±)-solenopsin A。