3-<(tert-Butyldimethylsilyl)oxy>-1-vinylcyclohexene | 143733-94-2

• 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: 3-<(tert-Butyldimethylsilyl)oxy>-1-vinylcyclohexene
• 英文别名: tert-Butyl[(3-ethenylcyclohex-2-en-1-yl)oxy]dimethylsilane；tert-butyl-(3-ethenylcyclohex-2-en-1-yl)oxy-dimethylsilane
• CAS: 143733-94-2
• 化学式: C₁₄H₂₆OSi
• 分子量: 238.445
• InChiKey: HRNXYPXYNFUOPA-UHFFFAOYSA-N

物化性质

• 沸点：
  265.1±29.0 °C(Predicted)
• 密度：
  0.87±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-<(tert-Butyldimethylsilyl)oxy>-1-vinylcyclohexene 以 乙醚 、 二甲基亚砜 为溶剂， 反应 15.0h， 生成 (1R,4aS,8aR)-4a-Methyl-8-methylene-decahydro-naphthalene-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Intermolecular Diels-Alder reactions of 3-vinylcyclohex-2-en-1-ol and a silyl ether derivative

  摘要：

  DOI：

  10.1021/jo00239a049
• 作为产物：
  描述：

  3-vinyl-2-cyclohexen-1-ol 、 叔丁基二甲基氯硅烷 在 sodium hydride 作用下， 生成 3-<(tert-Butyldimethylsilyl)oxy>-1-vinylcyclohexene
  参考文献：
  名称：

  Intermolecular Diels-Alder reactions of 3-vinylcyclohex-2-en-1-ol and a silyl ether derivative

  摘要：

  DOI：

  10.1021/jo00239a049

文献信息

• Enantioselective Diels–Alder Approach to Angucyclinones from(S)-2-(p-Tolylsulfinyl)-1,4-naphthoquinone and Substituted Racemic Vinylcyclohexenes
  作者：M. Carmen Carreño、Antonio Urbano、Jean Fischer

  DOI：10.1002/anie.199716211

  日期：1997.8.18
• Synthetic Studies of the Angucycline Antibiotics. Stereocontrolled Assembly of the SF 2315B Ring System
  作者：Kyungjin Kim、Yu Guo、Gary A. Sulikowski

  DOI：10.1021/jo00126a043

  日期：1995.10

  The stereocontrolled assembly of epoxy quinol 2 is described. Diels-Alder cycloaddition between 2-bromo-5-acetoxyjuglone (5) and 3-[(triisopropylsilyl)oxy]-1-vinylcyclohexene (6c) followed by saponification provided quinone 11b in good overall yield. Oxygenation of a tetrahydrofuran solution of 11b in the presence of tetrabutylammonium fluoride resulted in the production of epoxy alcohols alpha-12b and alpha-13b. Epoxy alcohol alpha-12b was converted to epoxy quinol 2 in five steps. A key transformation of the latter reaction sequence was a C1 hydroxyl-directed reduction of the C12 keto group (20 --> 21). The assigned structure of 2 was confirmed by single-crystal X-ray analysis.
• Synthetic studies of the angucycline antibiotics. Reaction of a quinone methide produced from a benz[a]anthracene with molecular oxygen
  作者：Kyungjin Kim、Joseph Reibenspies、Gary Sulikowski

  DOI：10.1021/jo00047a001

  日期：1992.10

  Molecular oxygen-based procedures for the stereocontrolled introduction of oxygen functionality present in the antitumor antibiotics aquayamycin (1) and SF 2315B (2) are described.
• Intermolecular Diels-Alder reactions of 3-vinylcyclohex-2-en-1-ol and a silyl ether derivative
  作者：Lucjan Strekowski、Sukbin Kong、Merle A. Battiste

  DOI：10.1021/jo00239a049

  日期：1988.2