4-Allyl-4-(2-trimethylsilanyl-ethoxymethoxy)-cyclohex-2-enone | 436146-26-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Allyl-4-(2-trimethylsilanyl-ethoxymethoxy)-cyclohex-2-enone
• 英文别名: 4-prop-2-enyl-4-(2-trimethylsilylethoxymethoxy)cyclohex-2-en-1-one
• CAS: 436146-26-8
• 化学式: C₁₅H₂₆O₃Si
• 分子量: 282.455
• InChiKey: CNAZYVWBFQGYES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  叔丁基二甲基氯硅烷 、 4-Allyl-4-(2-trimethylsilanyl-ethoxymethoxy)-cyclohex-2-enone 在 六甲基磷酰三胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到(+/-)-2-tert-butyldimethylsilyloxy-5-(2-propenyl)-5-[2-(trimethylsilyl)ethoxymethoxy]cyclohexa-1,3-diene
  参考文献：
  名称：

  Some Aspects of Palladium-Catalyzed Cycloalkenylation:  Developments of Environmentally Benign Catalytic Conditions and Demonstration of Tandem Cycloalkenylation

  摘要：

  The influences of catalysts, substituent groups, and solvents on the palladium-catalyzed cycloalkenylation of cross-conjugated silyl enol ethers of 2-tert-butyldimethylsiloxy-5-(2-propenyl)-1,3-cyclohexadiene derivatives have been investigated. The catalytic reaction proceeded smoothly, even in aqueous media. The product ratios were influenced by the structure of substrates as well as solvents. In addition, it was found that the reaction is applicable to a tandem cyclization for the construction of cedrane skeleton.

  DOI：

  10.1021/jo011169d
• 作为产物：
  描述：

  6-allyl-3-isobutoxy-2-cyclohexen-1-one 在 lithium aluminium tetrahydride 、 MoO5*pyridine*HMPA 、 N,N-二异丙基乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 98.92h， 生成 4-Allyl-4-(2-trimethylsilanyl-ethoxymethoxy)-cyclohex-2-enone
  参考文献：
  名称：

  Some Aspects of Palladium-Catalyzed Cycloalkenylation:  Developments of Environmentally Benign Catalytic Conditions and Demonstration of Tandem Cycloalkenylation

  摘要：

  The influences of catalysts, substituent groups, and solvents on the palladium-catalyzed cycloalkenylation of cross-conjugated silyl enol ethers of 2-tert-butyldimethylsiloxy-5-(2-propenyl)-1,3-cyclohexadiene derivatives have been investigated. The catalytic reaction proceeded smoothly, even in aqueous media. The product ratios were influenced by the structure of substrates as well as solvents. In addition, it was found that the reaction is applicable to a tandem cyclization for the construction of cedrane skeleton.

  DOI：

  10.1021/jo011169d

文献信息

• Some Aspects of Palladium-Catalyzed Cycloalkenylation:  Developments of Environmentally Benign Catalytic Conditions and Demonstration of Tandem Cycloalkenylation
  作者：Masahiro Toyota、Marcellino Rudyanto、Masataka Ihara

  DOI：10.1021/jo011169d

  日期：2002.5.1

  The influences of catalysts, substituent groups, and solvents on the palladium-catalyzed cycloalkenylation of cross-conjugated silyl enol ethers of 2-tert-butyldimethylsiloxy-5-(2-propenyl)-1,3-cyclohexadiene derivatives have been investigated. The catalytic reaction proceeded smoothly, even in aqueous media. The product ratios were influenced by the structure of substrates as well as solvents. In addition, it was found that the reaction is applicable to a tandem cyclization for the construction of cedrane skeleton.