Dimethyl (E)-3-methyl-3-(trimethylsiloxy)-4-<1-(trimethylsilyl)ethylidene>cyclopentane-1,1-dicarboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Dimethyl (E)-3-methyl-3-(trimethylsiloxy)-4-<1-(trimethylsilyl)ethylidene>cyclopentane-1,1-dicarboxylate
• 英文别名: dimethyl (4E)-3-methyl-4-(1-trimethylsilylethylidene)-3-trimethylsilyloxycyclopentane-1,1-dicarboxylate
• 化学式: C₁₈H₃₄O₅Si₂
• 分子量: 386.636
• InChiKey: BTBPAKGEWCNWDY-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(三甲基硅氧基)丙烯 、 Dimethyl 2-<1-(trimethylsilyl)ethylidene>-1,1-cyclopropanedicarboxylate 在 二丁基二硫 作用下， 反应 288.0h， 以91%的产率得到Dimethyl (E)-3-methyl-3-(trimethylsiloxy)-4-<1-(trimethylsilyl)ethylidene>cyclopentane-1,1-dicarboxylate
  参考文献：
  名称：

  Versatile [3 + 2] methylenecyclopentane annulations of unactivated and electron-rich olefins with [(trimethylsilyl)methylene]cyclopropanedicarboxylates

  摘要：

  [(Trimethylsilyl)methylene] cyclopropanedicarboxylates 8a-e are readily available from the cyclopropanation of the silylallenes 7a-e with dimethyl diazomalonate. The free-radical mediated methylenecyclopentane annulations of unactivated and electron-rich alkenes with 8a-e proceed in high yield. The product vinylsilanes are set up for diverse secondary conversions, making annulations with 8a-e highly versatile in the synthesis of cyclopentanes.

  DOI：

  10.1021/jo00087a015

文献信息

• Huval Chad C., Singleton Daniel A., J. Org. Chem., 59 (1994) N 8, S 2020-2024
  作者：Huval Chad C., Singleton Daniel A.

  DOI：——

  日期：——
• Versatile [3 + 2] methylenecyclopentane annulations of unactivated and electron-rich olefins with [(trimethylsilyl)methylene]cyclopropanedicarboxylates
  作者：Chad C. Huval、Daniel A. Singleton

  DOI：10.1021/jo00087a015

  日期：1994.4

  [(Trimethylsilyl)methylene] cyclopropanedicarboxylates 8a-e are readily available from the cyclopropanation of the silylallenes 7a-e with dimethyl diazomalonate. The free-radical mediated methylenecyclopentane annulations of unactivated and electron-rich alkenes with 8a-e proceed in high yield. The product vinylsilanes are set up for diverse secondary conversions, making annulations with 8a-e highly versatile in the synthesis of cyclopentanes.