1-methoxy-4-(3-methylhexa-1,5-dien-3-yl)benzene | 401895-07-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-methoxy-4-(3-methylhexa-1,5-dien-3-yl)benzene
• CAS: 401895-07-6
• 化学式: C₁₄H₁₈O
• 分子量: 202.296
• InChiKey: FZCVALGDUWQLMZ-UHFFFAOYSA-N

物化性质

• 沸点：
  274.2±19.0 °C(Predicted)
• 密度：
  0.920±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  1-methoxy-4-(3-methylhexa-1,5-dien-3-yl)benzene 在 9-borabicyclo[3.3.1]nonane dimer 、 sodium hydroxide 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到4-(4-Methoxyphenyl)-4-methylhex-5-en-1-ol
  参考文献：
  名称：

  Employment of a cyclobutene ring-opening metathesis reaction towards a concise synthesis of (±)-sporochnol A

  摘要：

  A concise formal synthesis of (+/-)-sporochnol A 1, a naturally occurring feeding deterrent towards herbivorous fish, is described. The target compound was prepared by the employment of a Ru-catalysed cyclobutene ring-opening metathesis reaction with gaseous ethylene followed by a site selective hydroboration reaction as the key steps. The optimisation of the metathesis process regarding the Ru-catalyst and reaction conditions is also delineated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02007-x
• 作为产物：
  描述：

  Toluene-4-sulfonic acid 3-(4-methoxy-phenyl)-3-methyl-cyclobutyl ester 在 4,5-dihydroimidazol-2-ylidene-Ru potassium tert-butylate 作用下， 以 二甲基亚砜 、 1,2-二氯乙烷 为溶剂， 反应 64.0h， 生成 1-methoxy-4-(3-methylhexa-1,5-dien-3-yl)benzene
  参考文献：
  名称：

  Employment of a cyclobutene ring-opening metathesis reaction towards a concise synthesis of (±)-sporochnol A

  摘要：

  A concise formal synthesis of (+/-)-sporochnol A 1, a naturally occurring feeding deterrent towards herbivorous fish, is described. The target compound was prepared by the employment of a Ru-catalysed cyclobutene ring-opening metathesis reaction with gaseous ethylene followed by a site selective hydroboration reaction as the key steps. The optimisation of the metathesis process regarding the Ru-catalyst and reaction conditions is also delineated. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02007-x

文献信息

• Enantioselective Construction of All-Carbon Quaternary Centers by Branch-Selective Pd-Catalyzed Allyl–Allyl Cross-Coupling
  作者：Ping Zhang、Hai Le、Robert E. Kyne、James P. Morken

  DOI：10.1021/ja2039248

  日期：2011.6.29

  The Pd-catalyzed cross-coupling of racemic tertiary allylic carbonates and allylboronates is described. This reaction generates all-carbon quaternary centers in a highly regioselective and enantioselective fashion. The outcome of these reactions is consistent with a process that proceeds by way of 3,3'-reductive elimination of bis(η(1)-allyl)palladium intermediates. Strategies for distinguishing the

  描述了外消旋叔烯丙基碳酸酯和烯丙基硼酸酯的 Pd 催化交叉偶联。该反应以高度区域选择性和对映选择性方式生成全碳四元中心。这些反应的结果与通过双 (η(1)-烯丙基) 钯中间体的 3,3'-还原消除方式进行的过程一致。还描述了区分产物烯烃的策略和在 (+)-α-cuparenone 合成中的应用。