| 1174406-82-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• CAS: 1174406-82-6
• 化学式: C₂₆H₂₄
• 分子量: 336.477
• InChiKey: SASSEYQWXASUQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  、 3-丁炔-2-酮 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以81%的产率得到
  参考文献：
  名称：

  LDA-mediated domino carbolithiation reactions of vinylidenecyclopropanes with but-3-yn-2-one and 1-phenylprop-2-yn-1-one

  摘要：

  A novel domino carbolithiation reaction of vinylidenecyclopropanes 1 with but-3-yn-2-one and 1-phenylprop-2-yn-1-one by treating with LDA in THF was observed to give the corresponding adducts in moderate to good yields. The scope and limitations as well as the plausible mechanism have been discussed on the basis of control experiments. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.11.012

文献信息

• Lithium Diisopropylamide-Mediated Carbolithiation Reactions of Vinylidenecyclopropanes and Further Transformations of the Adducts
  作者：Jian-Mei Lu、Min Shi

  DOI：10.1002/chem.200900068

  日期：2009.6.8

  Synthetic methods: Lithium diisopropylamide‐mediated highly selective carbolithiation reactions of vinylidenecyclopropanes are described and further transformations of these adducts were performed in the presence of Lewis or Brønsted acids (see scheme for sample reactions).

  合成方法：描述了二异丙基氨基磺酸锂介导的亚乙烯基环丙烷的高选择性碳锂化反应，并在路易斯酸或布朗斯台德酸的存在下对这些加合物进行了进一步的转化（有关样品反应，请参见方案）。
• LDA-Mediated Cascade Carbolithiation Reactions of Vinylidenecyclopropanes with Enones and N-Sulfonated Imines as well as Nitroalkene and (Phenylmethylidene)malononitrile
  作者：Bei-Li Lu、Jian-Mei Lu、Min Shi

  DOI：10.1002/ejoc.201101403

  日期：2012.1

  LDA-mediated cascade carbolithiation reactions of vinylidenecyclopropanes with enones and N-sulfonated imines as well as nitroalkene and (phenylmethylidene)malononitrile in THF at –78 °C have been realized; the corresponding novel adducts were produced in moderate to good yields with moderate to high diastereoselectivities. The scope and limitations are discussed as well as a plausible reaction mechanism

  LDA介导的亚乙烯基环丙烷与烯酮和N-磺化亚胺以及硝基烯烃和（苯亚甲基）丙二腈在THF中在–78°C的级联碳锂化反应已经实现；相应的新型加合物以中等至良好的收率和中等至高的非对映选择性产生。讨论了范围和限制以及基于本工作和以前的文献报告中进行的控制实验的合理反应机制。
• Butyl lithium (nBuLi)-mediated carboxylation of vinylidenecyclopropanes with CO2
  作者：Bei-Li Lu、Jian-Mei Lu、Min Shi

  DOI：10.1016/j.tet.2009.09.004

  日期：2009.11

  A novel butyl lithium ((BuLi)-Bu-n)-mediated carboxylation of vinyl idenecyclop to panes with CO2 in THF at -78 degrees C followed by the further transformation has been realized to afford the corresponding carboxylic adducts in moderate to good yields under normal conditions. The scope and limitations as well as the plausible reaction mechanism have been also discussed in this paper. (c) 2009 Elsevier Ltd. All rights reserved.