1-Methyl-4-(6-methylhept-4-en-2-yl)benzene

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-Methyl-4-(6-methylhept-4-en-2-yl)benzene
• 化学式: C₁₅H₂₂
• 分子量: 202.34
• InChiKey: VKUJZPYJXUSOEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-Methyl-4-(6-methylhept-4-en-2-yl)benzene 在 tetrafluoroboric acid 、 Barluenga reagent 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 5.75h， 生成 顺-菖蒲烯
  参考文献：
  名称：

  Stereoselective synthesis of tetralins using cationic cyclisations

  摘要：

  Tetralins, including the terpene calamenene, were prepared by 6-endo cationic cyclisations, effected by addition of an l(l) reagent to alkenylarenes, followed by reductive deiodination. An activating group on the arene was required for efficient cationic cyclisation. Good diastereoselectivity, relative to a chiral centre in the chain linking the alkene to the arene, was observed, with Z-alkenes giving predominantly 1,4-cis disubstituted tetralins, and E-alkenes giving predominantly 1,4-trans derivatives. Analogous 6-exo cationic cyclisations proved very limited in scope. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.08.033
• 作为产物：
  描述：

  2-甲基丙基磺酰苯 、 3-(p-tolyl)butanal 在 正丁基锂 、 苯甲酰氯 、 sodium amalgam 作用下， 以 甲醇 为溶剂， 生成 1-Methyl-4-(6-methylhept-4-en-2-yl)benzene
  参考文献：
  名称：

  Stereoselective synthesis of tetralins using cationic cyclisations

  摘要：

  Tetralins, including the terpene calamenene, were prepared by 6-endo cationic cyclisations, effected by addition of an l(l) reagent to alkenylarenes, followed by reductive deiodination. An activating group on the arene was required for efficient cationic cyclisation. Good diastereoselectivity, relative to a chiral centre in the chain linking the alkene to the arene, was observed, with Z-alkenes giving predominantly 1,4-cis disubstituted tetralins, and E-alkenes giving predominantly 1,4-trans derivatives. Analogous 6-exo cationic cyclisations proved very limited in scope. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.08.033

文献信息

• Stereoselective synthesis of tetralins using cationic cyclisations
  作者：Ruth Appelbe、Mike Casey、Aideen Dunne、Enrica Pascarella

  DOI：10.1016/j.tetlet.2003.08.033

  日期：2003.10

  Tetralins, including the terpene calamenene, were prepared by 6-endo cationic cyclisations, effected by addition of an l(l) reagent to alkenylarenes, followed by reductive deiodination. An activating group on the arene was required for efficient cationic cyclisation. Good diastereoselectivity, relative to a chiral centre in the chain linking the alkene to the arene, was observed, with Z-alkenes giving predominantly 1,4-cis disubstituted tetralins, and E-alkenes giving predominantly 1,4-trans derivatives. Analogous 6-exo cationic cyclisations proved very limited in scope. (C) 2003 Elsevier Ltd. All rights reserved.