Dodec-1-yn-6-ol | 135504-80-2

• 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: Dodec-1-yn-6-ol
• CAS: 135504-80-2
• 化学式: C₁₂H₂₂O
• 分子量: 182.306
• InChiKey: SBENDXYPBCFWKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  Dodec-1-yn-6-ol 在 吡啶 、 lithium aluminium tetrahydride 、 sodium azide 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 1-Hexyl-5-hexynylamine
  参考文献：
  名称：

  Palladium-catalyzed intramolecular addition of amines to acetylenes. Synthesis of cyclic imines

  摘要：

  Intramolecular aminopalladation of alkynylamines gave intermediary alkenylpalladium compounds that hydrolyzed and isomerized to thermodynamically stable cyclic imines. Treatment of 3-alkynylamines with a catalytic amount of PdCl2(MeCN)2 gave exclusively 1-pyrrolines in good yields; 5-alkynylamines afforded 2,3,4,5-tetrahydropyridines selectively. Treatment of 4-alkynylamines with Pd(II) afforded mixtures of both 5- and 6-membered cyclic imines. Applications to the synthesis of some naturally occurring alkaloids are also described.

  DOI：

  10.1021/jo00020a023

文献信息

• Tandem Catalytic Indolization/Enantioconvergent Substitution of Alcohols by Borrowing Hydrogen to Access Tricyclic Indoles
  作者：Guoqiang Yang、Jiaoting Pan、Ya‐Ming Ke、Yongbing Liu、Yu Zhao

  DOI：10.1002/anie.202106514

  日期：2021.9.13

  An efficient tandem catalysis method is achieved for the direct conversion of alcohol-containing alkynyl anilines to valuable chiral 2,3-fused tricyclic indoles. This method relies on a tandem indolization followed by enantioconvergent substitution of alcohols via borrowing hydrogen to construct two rings in one step, enabled by relay and cooperative catalysis of a chiral iridium complex with a chiral

  实现了一种有效的串联催化方法，用于将含醇的炔基苯胺直接转化为有价值的手性 2,3-稠合三环吲哚。该方法依赖于串联吲哚化，然后通过借氢对醇进行对映收敛取代以一步构建两个环，通过手性铱配合物与手性磷酸的中继和协同催化实现。三环吲哚产物的高度非对映选择性转化也提供了对各种复杂多环二氢吲哚化合物的有效访问。
• SELECTIVE OXIDATION OF C-H BONDS OF MODIFIED SUBSTRATES BY P450 MONOOXYGENASE
  申请人：Li Shengying

  公开号：US20120190635A1

  公开（公告）日：2012-07-26

  The present invention provides regio- and stereoselective oxidation of unactivated C—H bonds using an engineered mutant cytochrome P450 monooxygenase and an engineered substrate.

  本发明提供了一种利用经过改造的突变型细胞色素P450单加氧酶和改造的底物进行非活化C-H键的区域和立体选择性氧化的方法。
• Palladium-catalyzed intramolecular addition of amines to acetylenes. Synthesis of cyclic imines
  作者：Yukitoshi Fukuda、Seijiro Matsubara、Kiitiro Utimoto

  DOI：10.1021/jo00020a023

  日期：1991.9

  Intramolecular aminopalladation of alkynylamines gave intermediary alkenylpalladium compounds that hydrolyzed and isomerized to thermodynamically stable cyclic imines. Treatment of 3-alkynylamines with a catalytic amount of PdCl2(MeCN)2 gave exclusively 1-pyrrolines in good yields; 5-alkynylamines afforded 2,3,4,5-tetrahydropyridines selectively. Treatment of 4-alkynylamines with Pd(II) afforded mixtures of both 5- and 6-membered cyclic imines. Applications to the synthesis of some naturally occurring alkaloids are also described.