(E)-2-(3-(trimethylsilyl)allyl)cyclohexanone | 80401-23-6

• 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: (E)-2-(3-(trimethylsilyl)allyl)cyclohexanone
• 英文别名: 2-[(E)-3-trimethylsilylprop-2-enyl]cyclohexan-1-one
• CAS: 80401-23-6
• 化学式: C₁₂H₂₂OSi
• 分子量: 210.392
• InChiKey: CEMSZTMTIXLJSD-UXBLZVDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(2-(2-chlorophenylthio)-3-(trimethylsilyl)propyl)cyclohexanone 在 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 以72%的产率得到(E)-2-(3-(trimethylsilyl)allyl)cyclohexanone
  参考文献：
  名称：

  Radical, One-Step Approach to o-Chlorophenyl Thioethers from Xanthates. A Rapid Access to Vinylsilanes

  摘要：

  Xanthates have been readily converted into o-chlorophenyl thioethers using a one-step procedure conducted under radical conditions. In some selected cases, these aryl thioethers were successfully oxidized to the corresponding sulfoxides and sulfenic acid elimination afforded the corresponding vinylsilanes.

  DOI：

  10.1021/ol801348u

文献信息

• Synthesis of vinylsilanes by palladium-catalyzed reaction of trimethylsilylallyl acetates with nucleophiles
  作者：Toshikazu Hirao、Jun Enda、Yoshiki Ohshiro、Toshio Agawa

  DOI：10.1016/s0040-4039(01)81832-3

  日期：1981.1

  Treatment of 1-trimethylsilylallyl and 3-trimethylsilylallyl acetates with nucleophiles (active methylene compounds and enamines) in the presence of a catalytic amount of Pd(PPh3)4 affords vinylsilane derivatives selectively.

  在催化量的Pd（PPh 3）4存在下，用亲核试剂（活性亚甲基化合物和烯胺）处理1-三甲基甲硅烷基烯丙基乙酸酯和3-三甲基甲硅烷基烯丙基乙酸酯可以选择性地提供乙烯基硅烷衍生物。
• On the palladium-catalyzed alkylation of silyl-substituted allyl acetates with enolates
  作者：Barry M. Trost、Christopher R. Self

  DOI：10.1021/jo00177a016

  日期：1984.2
• HIRAO, TOSHIKAZU;ENDA, JUN;OHSHIRO, YOSHIKI;AGAWA, TOSHIO, TETRAHEDRON LETT., 1981, 22, N 32, 3079-3080
  作者：HIRAO, TOSHIKAZU、ENDA, JUN、OHSHIRO, YOSHIKI、AGAWA, TOSHIO

  DOI：——

  日期：——
• TROST, B. M.;SELF, CH. R., J. ORG. CHEM., 1984, 49, N 3, 468-473
  作者：TROST, B. M.、SELF, CH. R.

  DOI：——

  日期：——
• Radical, One-Step Approach to <i>o</i>-Chlorophenyl Thioethers from Xanthates. A Rapid Access to Vinylsilanes
  作者：Matthieu Corbet、Zorana Ferjančić、Béatrice Quiclet-Sire、Samir Z. Zard

  DOI：10.1021/ol801348u

  日期：2008.8.21

  Xanthates have been readily converted into o-chlorophenyl thioethers using a one-step procedure conducted under radical conditions. In some selected cases, these aryl thioethers were successfully oxidized to the corresponding sulfoxides and sulfenic acid elimination afforded the corresponding vinylsilanes.