(R)-2-ethyl-1-(Z)-ethylidenecycloheptane | 1370711-37-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (R)-2-ethyl-1-(Z)-ethylidenecycloheptane
• CAS: 1370711-37-7
• 化学式: C₁₁H₂₀
• 分子量: 152.28
• InChiKey: HHDLFPQKHINULQ-LBQOUHFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  (R)-2-ethyl-1-(Z)-ethylidenecycloheptane 在 臭氧 、 氧气 、 二甲基硫 作用下， 以 二氯甲烷 为溶剂， 反应 0.58h， 以0.0108 g的产率得到(R)-2-ethylcycloheptanone
  参考文献：
  名称：

  Asymmetric Hydrovinylation of 1-Vinylcycloalkenes. Reagent Control of Regio- and Stereoselectivity

  摘要：

  1-Vinylcycloalkenes undergo highly regio- and enantioselective (>98% ee) 1,4-hydrovinylation (HV) when treated with ethylene (1 aim) at room temperature in the presence of [(S,S)-2,4-bis-diphenylphosphinopentane (BDPP)]CoCl2 (0.05 equiv) and methylaluminoxane. The minor 1,2-HV products, seen only in 1-vinylcyclohexene (similar to 15%) and 1-vinylcycloheptene (2%), are formed as racemic mixtures. The corresponding Ni(II)-catalyzed HV reactions of these substrates give mostly the 1,2-adducts. Racemic 4-tert-butyl-1-vinylcyclohexene, when treated with Co[(S,S)-(BDPP)]Cl-2 and ethylene, undergoes a rare enantiodivergent reaction giving two diastereomers each in >98% cc.

  DOI：

  10.1021/ja301640e
• 作为产物：
  描述：

  1-乙烯基环庚烯 在 Wilkinson's catalyst 、 [(S,S)-BDPP]CoCl₂ 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0~25.0 ℃ 、241.32 kPa 条件下， 反应 22.08h， 生成 (R)-2-ethyl-1-(Z)-ethylidenecycloheptane
  参考文献：
  名称：

  Asymmetric Hydrovinylation of 1-Vinylcycloalkenes. Reagent Control of Regio- and Stereoselectivity

  摘要：

  1-Vinylcycloalkenes undergo highly regio- and enantioselective (>98% ee) 1,4-hydrovinylation (HV) when treated with ethylene (1 aim) at room temperature in the presence of [(S,S)-2,4-bis-diphenylphosphinopentane (BDPP)]CoCl2 (0.05 equiv) and methylaluminoxane. The minor 1,2-HV products, seen only in 1-vinylcyclohexene (similar to 15%) and 1-vinylcycloheptene (2%), are formed as racemic mixtures. The corresponding Ni(II)-catalyzed HV reactions of these substrates give mostly the 1,2-adducts. Racemic 4-tert-butyl-1-vinylcyclohexene, when treated with Co[(S,S)-(BDPP)]Cl-2 and ethylene, undergoes a rare enantiodivergent reaction giving two diastereomers each in >98% cc.

  DOI：

  10.1021/ja301640e