(2Z,4E)-2-methyl-2,4-hexadien-1-ol | 1001324-84-0

• 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: (2Z,4E)-2-methyl-2,4-hexadien-1-ol
• 英文别名: (2Z,4E)-2-methylhexa-2,4-dien-1-ol
• CAS: 1001324-84-0
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: QFTULYGLRMZVOD-BZDQXIRASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Methoxy-3-methyl-6-prop-2-enylphenol 、 (2Z,4E)-2-methyl-2,4-hexadien-1-ol 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以40%的产率得到
  参考文献：
  名称：

  Towards the total synthesis of neurotrophically active tashironins: rapid construction of the tetracyclic core through a tandem oxidative dearomatization–IMDA reaction–RCM protocol

  摘要：

  An exceptionally short (three step) strategy involving tandem oxidative dearomatization, intramolecular Diels-Alder (IMDA) reaction and RCM has been devised to generate the complete carbon framework present in tashironin-type sesquiterpenoid natural products. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.052
• 作为产物：
  描述：

  (2Z,4E)-2-methyl-2,4-hexadienoic acid ethyl ester 在 二异丁基氢化铝 作用下， 以96%的产率得到(2Z,4E)-2-methyl-2,4-hexadien-1-ol
  参考文献：
  名称：

  Towards the total synthesis of neurotrophically active tashironins: rapid construction of the tetracyclic core through a tandem oxidative dearomatization–IMDA reaction–RCM protocol

  摘要：

  An exceptionally short (three step) strategy involving tandem oxidative dearomatization, intramolecular Diels-Alder (IMDA) reaction and RCM has been devised to generate the complete carbon framework present in tashironin-type sesquiterpenoid natural products. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.052

文献信息

• Towards the total synthesis of tashironin related allo-cedrane natural products: further exploitation of the oxidative dearomatization-IMDA-RCM triad based strategy
  作者：Goverdhan Mehta、Pulakesh Maity

  DOI：10.1016/j.tetlet.2011.01.109

  日期：2011.4

  Synthetic studies directed towards allo-cedrane based, tashironin sibling natural products, involving some deft functional group manipulations on a preformed tetracyclic scaffold, are delineated.

  合成研究针对同种-cedrane为主，tashironin同级天然产品，涉及在预先形成四环支架，圈定一些巧妙的官能团处理。
• A total synthesis of 11-O-methyldebenzoyltashironin
  作者：Goverdhan Mehta、Pulakesh Maity

  DOI：10.1016/j.tetlet.2011.02.012

  日期：2011.4

  A concise total synthesis of 11-O-methyldebenzoyltashironin is reported in which oxidative dearomatization-IMDA-RCM triad constitutes the key ring forming steps, while an unorthodox DIBAL-H mediated stereo- and regioselective reductive epoxide openings and implementation of the vinyl bromide-carbonyl equivalency concept were pivotal to the success of this endeavor. (C) 2011 Elsevier Ltd. All rights reserved.