((1R,2S,4R,5R,6S)-5,6-Bis-methoxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-trichloro-silane | 149092-71-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: ((1R,2S,4R,5R,6S)-5,6-Bis-methoxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-trichloro-silane
• 英文别名: [(1R,2S,4R,5R,6S)-5,6-bis(methoxymethyl)-7-oxabicyclo[2.2.1]heptan-2-yl]-trichlorosilane
• CAS: 149092-71-7
• 化学式: C₁₀H₁₇Cl₃O₃Si
• 分子量: 319.688
• InChiKey: BTBHEJPZWNHNOI-LOLPMWEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ((1R,2S,4R,5R,6S)-5,6-Bis-methoxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-trichloro-silane 生成 (1R,2S,4R,5R,6S)-5,6-Bis-methoxymethyl-7-oxa-bicyclo[2.2.1]heptan-2-ol 、 (1S,2R,4S,5S,6R)-5,6-Bis-methoxymethyl-7-oxa-bicyclo[2.2.1]heptan-2-ol
  参考文献：
  名称：

  Asymmetric hydrosilylation of dihydrofurans by use of palladium-MOP catalyst

  摘要：

  Catalytic asymmetric hydrosilylation of dihydrofuran derivatives including 7-oxabicyclo[2.2.1]heptenes with trichlorosilane proceeded in the presence of 0.1 mol% of palladium catalyst bearing (R)-2-methoxy-2'-diphenyl-phosphino-1,1'-binaphthyl ((R)-MOP) to give the corresponding hydrosilylation products of up to 95% ee. A regioselective opening of the bicyclic system gave a highly functionalized cyclohexane in an optically active form.

  DOI：

  10.1016/s0040-4039(00)77607-6
• 作为产物：
  描述：

  exo-2,3-bis(methoxymethyl)-7-oxabicyclo[2.2.1]hept-5-ene 在 (R)-(+)-2-二苯膦-2'-甲氧基-1,1'-联萘 、 bis(η3-allyl-μ-chloropalladium(II)) 三氯硅烷 作用下， 反应 24.0h， 生成 ((1S,2R,4S,5S,6R)-5,6-Bis-methoxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-trichloro-silane 、 ((1R,2S,4R,5R,6S)-5,6-Bis-methoxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-trichloro-silane
  参考文献：
  名称：

  Asymmetric hydrosilylation of dihydrofurans by use of palladium-MOP catalyst

  摘要：

  Catalytic asymmetric hydrosilylation of dihydrofuran derivatives including 7-oxabicyclo[2.2.1]heptenes with trichlorosilane proceeded in the presence of 0.1 mol% of palladium catalyst bearing (R)-2-methoxy-2'-diphenyl-phosphino-1,1'-binaphthyl ((R)-MOP) to give the corresponding hydrosilylation products of up to 95% ee. A regioselective opening of the bicyclic system gave a highly functionalized cyclohexane in an optically active form.

  DOI：

  10.1016/s0040-4039(00)77607-6

文献信息

• Asymmetric hydrosilylation of dihydrofurans by use of palladium-MOP catalyst
  作者：Yasuhiro Uozumi、Tamio Hayashi

  DOI：10.1016/s0040-4039(00)77607-6

  日期：1993.4

  Catalytic asymmetric hydrosilylation of dihydrofuran derivatives including 7-oxabicyclo[2.2.1]heptenes with trichlorosilane proceeded in the presence of 0.1 mol% of palladium catalyst bearing (R)-2-methoxy-2'-diphenyl-phosphino-1,1'-binaphthyl ((R)-MOP) to give the corresponding hydrosilylation products of up to 95% ee. A regioselective opening of the bicyclic system gave a highly functionalized cyclohexane in an optically active form.