(E)-1-(4-methoxystyryl)-1-cyclohexanol | 106262-75-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-1-(4-methoxystyryl)-1-cyclohexanol
• 英文别名: 1-[(E)-2-(4-methoxyphenyl)vinyl]cyclohexanol；(E)-1-(4-methoxystyryl)cyclohexanol；1-[(E)-2-(4-methoxyphenyl)ethenyl]cyclohexan-1-ol
• CAS: 106262-75-3
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: VKHJUZLBDHJDEK-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-[2-(4-甲氧基苯基)乙炔基]环己醇 在 三乙基硅烷 、 1,1'-双(二苯基膦)二茂铁 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 水 、 copper(II) sulfate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以75%的产率得到(E)-1-(4-methoxystyryl)-1-cyclohexanol
  参考文献：
  名称：

  Palladium-catalyzed reduction of alkynes employing HSiEt3: stereoselective synthesis of trans- and cis-alkenes

  摘要：

  The palladium-catalyzed semi-hydrogenation of alkynes to trans- or cis-alkenes employing HSiEt3 as the reductant is developed The CuSO4 played a significant role for (he trans/cis stereoselectivity The labeling study revealed that the two olefinic hydrogen atoms came from HSiEt3 and H2O, respectively (C)) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2009.11.098

文献信息

• Stereospecific Desulfinylation of α,β-Epoxy Sulfoxides with Butyllithium. A New Synthesis of Epoxides and Allylic Alcohols from Carbonyl Compounds
  作者：Tsuyoshi Satoh、Youhei Kaneko、Koji Yamakawa

  DOI：10.1246/bcsj.59.2463

  日期：1986.8

  easily prepared from carbonyl compounds and 1-chloroalkyl phenyl sulfoxide, with 1 equivalent of butyllithium at low temperature gave epoxides in good yields. The similar α,β-epoxy sulfoxides having an arylmethyl group at the α-position gave 3-aryl-allylic alcohols upon treatment with excess butyllithium at −70 °C. These reactions offer a simple and useful approach to the synthesis of epoxides and 3-aryl-allylic

  α,β-环氧亚砜很容易由羰基化合物和 1-氯代烷基苯基亚砜制备，在低温下用 1 当量的丁基锂脱亚硫基得到环氧化物，产率很高。在-70℃下用过量丁基锂处理后，在α-位具有芳甲基的类似α,β-环氧亚砜得到3-芳基-烯丙醇。这些反应为从羰基化合物合成环氧化物和 3-芳基-烯丙醇提供了一种简单而有用的方法。
• A novel synthesis of epoxides and allylic alcohols from carbonyl compounds through α, β-epoxy sulfoxides
  作者：Tsuyoshi Satoh、Youhei Kaneko、Koji Yamakawa

  DOI：10.1016/s0040-4039(00)84534-7

  日期：——

  Treatment of α,β-epoxy sulfoxides, easily prepared from carbonyl compounds with 1 equivalent of n-butyllithium at −100 °C gave the desulfinated epoxides in good yields. The similar α,β-epoxy sulfoxides having arylmethyl group at α-position, on treatment with excess n-butyllithium at −70 °C afforded 3-aryl allylic alcohols.

  在-100°C下用1当量的正丁基锂轻松处理由羰基化合物制得的α，β-环氧亚砜，可得到高收率的脱硫环氧化物。在-70℃下用过量的正丁基锂处理时，在α位具有芳基甲基的相似的α，β-环氧亚砜得到3-芳基烯丙基醇。
• Transition-Metal Catalyzed Stereoselective γ-Arylation and Friedel-Crafts Alkylation: A Concise Synthesis of Indenes
  作者：Karu Ramesh、Gedu Satyanarayana

  DOI：10.1002/ejoc.202000030

  日期：2020.6.16

  A concise synthesis of Mizoroki–Heck products and corresponding indenes starting with simple tert ‐alkenols and aryl halides is presented. Notably, the γ‐arylation was done under [Pd]‐catalysis by using water as the sole green solvent and the synthesis of indenes via acid‐mediated intramolecular Friedel–Crafts cyclization.

  介绍了从简单的叔烯醇和卤代芳基化合物开始的合成简单的Mizoroki-Heck产物和相应的茚满。值得注意的是，γ芳基化反应是在[Pd]催化下，以水为唯一的绿色溶剂，并通过酸介导的分子内Friedel-Crafts环化反应合成茚满。
• SATOH, TSUYOSHI;KANEKO, YOUHEI;YAMAKAWA, KOJ, TETRAHEDRON LETT., 1986, 27, N 21, 2379-2382
  作者：SATOH, TSUYOSHI、KANEKO, YOUHEI、YAMAKAWA, KOJ

  DOI：——

  日期：——
• SATOH TSUYOSHI; KANEKO YOUHEI; YAMAKAWA KOJI, BULL. CHEM. SOC. JAP., 59,(1986) NUGUST, 2463-2470
  作者：SATOH TSUYOSHI、 KANEKO YOUHEI、 YAMAKAWA KOJI

  DOI：——

  日期：——