tetraethyl octa-1,7-diene-4,4,5,5-tetracarboxylate | 93638-73-4

• 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: tetraethyl octa-1,7-diene-4,4,5,5-tetracarboxylate
• 英文别名: Tetraethyl octa-1,7-diene-3,3,4,4-tetracarboxylate
• CAS: 93638-73-4
• 化学式: C₂₀H₃₀O₈
• 分子量: 398.453
• InChiKey: MPDKRHZPTUNQKF-UHFFFAOYSA-N

物化性质

• 沸点：
  448.0±45.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  二甲基苯基硅烷 、 tetraethyl octa-1,7-diene-4,4,5,5-tetracarboxylate 在 <(phen)PdCH3(Et2O)>^+- 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以62%的产率得到2,3-Bis-[3-(dimethyl-phenyl-silanyl)-propyl]-2,3-bis-ethoxycarbonyl-succinic acid diethyl ester
  参考文献：
  名称：

  官能化的1,7-二烯的环化/氢化硅烷化以形成取代的六元碳环

  摘要：

  阳离子钯络合物（phen）的钯（ME）（OET 2）+ BAR 4 - [苯= 1,10-菲咯啉; Ar = 3,5-C 6 H 3（CF 3）2 ]催化官能化的1,7-二烯的环化/氢化硅烷化反应，以高收率和中等至良好的反选择性形成甲硅烷基化环己烷。

  DOI：

  10.1016/s0040-4039(99)00022-2
• 作为产物：
  描述：

  烯丙基丙二酸二乙酯 在 sodium ethanolate 作用下， 以 乙腈 为溶剂， 以30.1%的产率得到tetraethyl octa-1,7-diene-4,4,5,5-tetracarboxylate
  参考文献：
  名称：

  Peek, Reinhold; Streukens, Marlies; Thomas, Hans Guenter, Chemische Berichte, 1994, vol. 127, # 7, p. 1257 - 1262

  摘要：

  DOI：

文献信息

• Palladium-Catalyzed Hydroboration/Cyclization of 1,<i>n</i>-Dienes
  作者：Shota Kanno、Fumitoshi Kakiuchi、Takuya Kochi

  DOI：10.1021/acs.joc.2c02781

  日期：2023.2.17

  While the hydroboration of alkenes is well established, the corresponding cyclization reaction of dienes remains challenging. Here, we report a new method for hydroboration/cyclization applicable to various 1,n-dienes and hydroboranes. The method features the direct synthesis of borylalkyl cyclopentanes from common 1,6-dienes, which is highlighted by syntheses of elaborated pyrrolidine cores from easily

  虽然烯烃的硼氢化反应已经很成熟，但二烯的相应环化反应仍然具有挑战性。在这里，我们报告了一种适用于各种 1, n -二烯和氢硼烷的硼氢化/环化新方法。该方法的特点是从常见的 1,6-二烯直接合成硼烷基环戊烷，并通过从易于获得的二烯丙基胺合成精细的吡咯烷核来突出这一点。值得注意的是，1, n -二烯 ( n > 6) 也会形成五元环，提供“远程”硼氢化/环化，否则很难实现。
• Cyclization/Hydrosilylation of Functionalized Dienes Catalyzed by a Cationic Palladium Phenanthroline Complex
  作者：Ross A. Widenhoefer、Carmine N. Stengone

  DOI：10.1021/jo9913006

  日期：1999.11.1

  Mixtures of(phen)PdMe2 (2a) and HBAr'(4) (3a) or (phen)PdMe(Cl) (2b) and NaBAr'(4) (3b) [phen = 1, 10-phenanthroline; Ar' = 3,5-C6H3(CF3)(2)] catalyzed the cyclization/hydrosilylation of functionalized 1,6-dienes to form silylated cyclopentanes in good yield and with excellent trans selectivity about the newly formed C-C bond (typically >50:1). A range of tertiary hydrosilanes were employed in the procedure although unhindered trialkylsilanes provided the most consistent results. The protocol tolerated a range of polar functionality including esters, ethers, amides, sulfones, and cyano groups. 4,4-Disubstitution on the diene backbone promoted cyclization, and a homoallylic ester, ketone, or ether directing group was required for efficient cyclization. The procedure tolerated dienes which possessed a single trans-substituted olefin and also tolerated allylic substitution. These substituted dienes underwent cyclization/hydrosilylation to form carbocycles resulting from transfer of the silyl group to the less hindered olefin. Mixtures of 2a and 3a also catalyzed the cyclization/hydrosilylation of functionalized 1,7-dienes to form silylated cyclohexane derivatives. Cyclization/hydrosilylation of 1,7-dienes was typically slower, less stereoselective, and more sensitive to substitution than was cyclization of 1,6-dienes.
• Ibuka, Toshiro; Aoyagi, Takeshi; Yamamoto, Yoshinori, Chemical and pharmaceutical bulletin, 1986, vol. 34, # 6, p. 2417 - 2427
  作者：Ibuka, Toshiro、Aoyagi, Takeshi、Yamamoto, Yoshinori

  DOI：——

  日期：——
• Differences in the reaction of electron deficient olefins with organocopper(I)-Lewis acid reagents and evidence for a dianionic equivalent
  作者：Toshiro Ibuka、Takeshi Aoyagi、Kazuko Kitada、Fumio Yoneda、Yoshinori Yamamoto

  DOI：10.1016/0022-328x(85)80081-4

  日期：1985.5
• Grigg, Ronald; Malone, John F.; Mitchell, Thomas R. B., Journal of the Chemical Society. Perkin transactions I, 1984, # 8, p. 1745 - 1754
  作者：Grigg, Ronald、Malone, John F.、Mitchell, Thomas R. B.、Ramasubbu, Asnok、Scott, Ronald M.

  DOI：——

  日期：——