ethyl 4-[1-(tert-butyldiphenylsiloxymethyl)cyclohexa-2,5-dienyl]but-2-ynoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 4-[1-(tert-butyldiphenylsiloxymethyl)cyclohexa-2,5-dienyl]but-2-ynoate
• 英文别名: Ethyl 4-[1-[[tert-butyl(diphenyl)silyl]oxymethyl]cyclohexa-2,5-dien-1-yl]but-2-ynoate；ethyl 4-[1-[[tert-butyl(diphenyl)silyl]oxymethyl]cyclohexa-2,5-dien-1-yl]but-2-ynoate
• 化学式: C₂₉H₃₄O₃Si
• 分子量: 458.673
• InChiKey: WNDGEXHPIIGCEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.02
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 4-[1-(tert-butyldiphenylsiloxymethyl)cyclohexa-2,5-dienyl]but-2-ynoate 在 silver hexafluoroantimonate 、 8-甲基喹啉1-氧化物 、 CyJohnPhos AuCl 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以63%的产率得到ethyl 1-tert-butyldiphenysiloxymethyl-8-oxo-tricyclo[4.3.0.05,7]non-2-ene-7-caboxylate
  参考文献：
  名称：

  Synthesis of cycloalkanone-fused cyclopropanes by Au(I)-catalyzed oxidative ene-yne cyclizations

  摘要：

  Au(I)-catalyzed oxidative cyclizations that successfully convert 1,5-ene-ynes and a 1,6-ene-yne to the corresponding cycloalkanone-fused cyclopropanes are described. This Au(I)-catalyzed oxidative cyclization can be effectively applied to various substrates and is an alternative to the previously used intramolecular cyclopropanation that required potentially explosive diazo compound. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.084
• 作为产物：
  描述：

  methyl cyclohexa-2,5-diene-1-carboxylate 在 咪唑 、 lithium aluminium tetrahydride 、 正丁基锂 、 potassium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 8.33h， 生成 ethyl 4-[1-(tert-butyldiphenylsiloxymethyl)cyclohexa-2,5-dienyl]but-2-ynoate
  参考文献：
  名称：

  Synthesis of cycloalkanone-fused cyclopropanes by Au(I)-catalyzed oxidative ene-yne cyclizations

  摘要：

  Au(I)-catalyzed oxidative cyclizations that successfully convert 1,5-ene-ynes and a 1,6-ene-yne to the corresponding cycloalkanone-fused cyclopropanes are described. This Au(I)-catalyzed oxidative cyclization can be effectively applied to various substrates and is an alternative to the previously used intramolecular cyclopropanation that required potentially explosive diazo compound. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.084

文献信息

• Synthesis of cycloalkanone-fused cyclopropanes by Au(I)-catalyzed oxidative ene-yne cyclizations
  作者：Yuta Uetake、Takashi Niwa、Masahisa Nakada

  DOI：10.1016/j.tetlet.2014.10.084

  日期：2014.12

  Au(I)-catalyzed oxidative cyclizations that successfully convert 1,5-ene-ynes and a 1,6-ene-yne to the corresponding cycloalkanone-fused cyclopropanes are described. This Au(I)-catalyzed oxidative cyclization can be effectively applied to various substrates and is an alternative to the previously used intramolecular cyclopropanation that required potentially explosive diazo compound. (C) 2014 Elsevier Ltd. All rights reserved.