2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone | 197015-43-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone
• 英文别名: 2-[3-[Tert-butyl(dimethyl)silyl]oxy-2-ethenylphenyl]cyclobutan-1-one
• CAS: 197015-43-3
• 化学式: C₁₈H₂₆O₂Si
• 分子量: 302.489
• InChiKey: LXJYFNOFZAFEAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.16
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone 在 吡啶 、 氯化亚砜 、 cerium(III) chloride 、 sodium hydride 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 (3-{2-[2-Benzenesulfinyl-1-methyl-eth-(E)-ylidene]-cyclobutyl}-2-vinyl-phenoxy)-tert-butyl-dimethyl-silane
  参考文献：
  名称：

  A Novel Palladium-Mediated Cascade Reaction Triggered by Strain Release of the Cyclobutane System. A New General Route to Benzo- and Naphthohydrindans

  摘要：

  A novel palladium-mediated cascade reaction was reported. By this procedure, the olefinic cyclobutanols 17, 24, and 31; 41; 37; and 45 afforded the benzo-and naphthohydrindans (46-49, 50-53, 54-57, and 58-61) respectively in one operation in the ratios depending on the mediators and solvents employed. This provides a novel and efficient synthesis of biologically important A-nor and C-11-alkylated steroids.

  DOI：

  10.1021/jo971377z
• 作为产物：
  描述：

  Tert-butyl-[3-(cyclopropylidenemethyl)-2-ethenylphenoxy]-dimethylsilane 在 tetrafluoroboric acid 、 间氯过氧苯甲酸 作用下， 生成 2-[3-(tert-Butyl-dimethyl-silanyloxy)-2-vinyl-phenyl]-cyclobutanone
  参考文献：
  名称：

  A Novel Palladium-Mediated Cascade Reaction Triggered by Strain Release of the Cyclobutane System. A New General Route to Benzo- and Naphthohydrindans

  摘要：

  A novel palladium-mediated cascade reaction was reported. By this procedure, the olefinic cyclobutanols 17, 24, and 31; 41; 37; and 45 afforded the benzo-and naphthohydrindans (46-49, 50-53, 54-57, and 58-61) respectively in one operation in the ratios depending on the mediators and solvents employed. This provides a novel and efficient synthesis of biologically important A-nor and C-11-alkylated steroids.

  DOI：

  10.1021/jo971377z

文献信息

• A Novel Palladium-Mediated Cascade Reaction Triggered by Strain Release of the Cyclobutane System. A New General Route to Benzo- and Naphthohydrindans
  作者：Hideo Nemoto、Junji Miyata、Masahiro Yoshida、Naomi Raku、Keiichiro Fukumoto

  DOI：10.1021/jo971377z

  日期：1997.10.1

  A novel palladium-mediated cascade reaction was reported. By this procedure, the olefinic cyclobutanols 17, 24, and 31; 41; 37; and 45 afforded the benzo-and naphthohydrindans (46-49, 50-53, 54-57, and 58-61) respectively in one operation in the ratios depending on the mediators and solvents employed. This provides a novel and efficient synthesis of biologically important A-nor and C-11-alkylated steroids.