2-{2-methyl-3-[(trimethylsilyl)oxy]-2-cyclopenten-1-yl}cyclohexanone

• 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: 2-{2-methyl-3-[(trimethylsilyl)oxy]-2-cyclopenten-1-yl}cyclohexanone
• 英文别名: (2S)-2-[(1S)-2-methyl-3-trimethylsilyloxycyclopent-2-en-1-yl]cyclohexan-1-one
• 化学式: C₁₅H₂₆O₂Si
• 分子量: 266.456
• InChiKey: DZPVWTMCMCJSGV-OLZOCXBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.28
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  环己酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 triphenylmethylium hexachloroantimonate(V) 、 三乙胺 、 sodium iodide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 1.0h， 生成 2-{2-methyl-3-[(trimethylsilyl)oxy]-2-cyclopenten-1-yl}cyclohexanone
  参考文献：
  名称：

  Domino Mukaiyama–Michael reactions in the synthesis of polycyclic systems

  摘要：

  Good results were obtained in the Mukaiyama-Michael reaction of the silyl enol ether of cyclohexanone with 2-methyl-2cyclopentenone and carvone, with transfer of the silyl group to the receiving enone and with TrSbCl6 as catalyst. A second Mukaiyama-Michael reaction of this new silyl enol ether with methyl vinyl ketone and cyclization of the resulting adduct leads to tricyclic compounds in one-pot domino sequences. The scope and limitations of this domino reaction have been investigated. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.059

文献信息

• Domino Mukaiyama–Michael reactions in the synthesis of polycyclic systems
  作者：Florence C.E. Sarabèr、Svetlana Dratch、Geke Bosselaar、Ben J.M. Jansen、Aede de Groot

  DOI：10.1016/j.tet.2005.11.059

  日期：2006.2

  Good results were obtained in the Mukaiyama-Michael reaction of the silyl enol ether of cyclohexanone with 2-methyl-2cyclopentenone and carvone, with transfer of the silyl group to the receiving enone and with TrSbCl6 as catalyst. A second Mukaiyama-Michael reaction of this new silyl enol ether with methyl vinyl ketone and cyclization of the resulting adduct leads to tricyclic compounds in one-pot domino sequences. The scope and limitations of this domino reaction have been investigated. (c) 2005 Elsevier Ltd. All rights reserved.