1-Methyl-1-cyclohexylsilacyclobutan | 63647-92-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-Methyl-1-cyclohexylsilacyclobutan
• 英文别名: 1-cyclohexyl-1-methylsilacyclobutane；1-cyclohexyl-1-methyl-siletane；1-cyclohexyl-1-methylsiletane
• CAS: 63647-92-7
• 化学式: C₁₀H₂₀Si
• 分子量: 168.354
• InChiKey: RWEDWOOZPNUAMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  丁炔二酸二甲酯 、 1-Methyl-1-cyclohexylsilacyclobutan 在 allyl(cyclopentadiene)palladium(II) 、 10,16-dimethyl-N,N-bis[(1S)-1-phenylethyl]-12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3(8),9,16,18(23)-hexaen-13-amine 作用下， 以 甲苯 为溶剂， 反应 14.0h， 生成 、 dimethyl (1S)-1-cyclohexyl-1-methyl-3,4-dihydro-2H-siline-5,6-dicarboxylate
  参考文献：
  名称：

  Palladium-Catalyzed Desymmetrization of Silacyclobutanes with Alkynes: Enantioselective Synthesis of Silicon-Stereogenic 1-Sila-2-cyclohexenes and Mechanistic Considerations

  摘要：

  A palladium-catalyzed enantioselective desymmetrization of silacyclobutanes with alkynes has been developed to give silicon-stereogenic 1-sila-2-cyclohexenes with high enantioselectivity. The products thus obtained undergo further derivatizations with complete stereoselectivity, and a new catalytic cycle involving alkyne coordination (oxidative cyclization)-transmetalation (sigma-bond metathesis)-reductive elimination has also been proposed.

  DOI：

  10.1021/ol301191u
• 作为产物：
  描述：

  环己基溴化镁 以 四氢呋喃 、 乙醚 为溶剂， 反应 71.0h， 生成 1-Methyl-1-cyclohexylsilacyclobutan
  参考文献：
  名称：

  Palladium-Catalyzed Desymmetrization of Silacyclobutanes with Alkynes: Enantioselective Synthesis of Silicon-Stereogenic 1-Sila-2-cyclohexenes and Mechanistic Considerations

  摘要：

  A palladium-catalyzed enantioselective desymmetrization of silacyclobutanes with alkynes has been developed to give silicon-stereogenic 1-sila-2-cyclohexenes with high enantioselectivity. The products thus obtained undergo further derivatizations with complete stereoselectivity, and a new catalytic cycle involving alkyne coordination (oxidative cyclization)-transmetalation (sigma-bond metathesis)-reductive elimination has also been proposed.

  DOI：

  10.1021/ol301191u