3-allylcarbonyl-3-methylcyclopropene | 162150-50-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-allylcarbonyl-3-methylcyclopropene
• 英文别名: allyl 1-methylcycloprop-2-ene-1-carboxylate；Prop-2-enyl 1-methylcycloprop-2-ene-1-carboxylate
• CAS: 162150-50-7
• 化学式: C₈H₁₀O₂
• 分子量: 138.166
• InChiKey: MUEJINNTEAMLMD-UHFFFAOYSA-N

物化性质

• 沸点：
  163.7±29.0 °C(Predicted)
• 密度：
  1.057±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三正丁基氢锡 、 3-allylcarbonyl-3-methylcyclopropene 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到
  参考文献：
  名称：

  Transition Metal-Catalyzed Hydro-, Sila-, and Stannastannation of Cyclopropenes:  Stereo- and Regioselective Approach toward Multisubstituted Cyclopropyl Synthons

  摘要：

  The first highly efficient, stereo- and regioselective palladium-catalyzed hydro-, sila-, and stannastannation of cyclopropenes to give multisubstituted cyclopropylstannanes have been developed. It was shown that the addition across the double bond of cyclopropene is generally controlled by steric factors and proceeds from the least hindered face. The directing effect of alkoxymethyl substituents in the hydrostannation reaction of 3,3-disubstituted cyclopropenes was demonstrated. This methodology represents a powerful and atom-economic approach toward a wide variety of highly substituted cyclopropylstannanes, important building blocks unavailable by other methods.

  DOI：

  10.1021/ja027095k
• 作为产物：
  描述：

  potassium 1-methyl-2-bromocyclopropane carboxylate 、 3-溴丙烯 在 potassium tert-butylate 作用下， 生成 3-allylcarbonyl-3-methylcyclopropene
  参考文献：
  名称：

  Kudrevich, S.V.; Rubin, M.A.; Tarabaeva, O.G., Russian Journal of Organic Chemistry, 1994, vol. 30, # 6.2, p. 1008 - 1009

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Hydrophosphorylation and Hydrophosphinylation of Cyclopropenes
  作者：Bassam K. Alnasleh、William M. Sherrill、Michael Rubin

  DOI：10.1021/ol8011138

  日期：2008.8.7

  Novel transition-metal-catalyzed addition of P-H entities across the cyclopropene double bond has been developed. This transformation allows for mild and efficient preparation of phosphorus-containing cyclopropanes in good yields and high degrees of diastereoselectivity.

  已经开发了跨环丙烯双键的新型的过渡金属催化的PH实体加成。该转化允许以良好的产率和高度的非对映选择性温和而有效地制备含磷的环丙烷。
• Kudrewitsch S. W., Rubin M. A., Tarabaewa O. G., Surmina L. S., Berd M. S+, Zh. organ. khimii, 30 (1994) N 6, S 945-946
  作者：Kudrewitsch S. W., Rubin M. A., Tarabaewa O. G., Surmina L. S., Berd M. S+

  DOI：——

  日期：——