2-Chloroundec-1-en-4-ol | 231615-47-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Chloroundec-1-en-4-ol
• CAS: 231615-47-7
• 化学式: C₁₁H₂₁ClO
• 分子量: 204.74
• InChiKey: KOVIOHZXNYTSPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  正辛醛 、 2-Chloroundec-1-en-4-ol 在 indium(III) chloride 作用下， 以 二氯甲烷 为溶剂， 以65%的产率得到(2R,6S)-4,4-Dichloro-2,6-diheptyl-tetrahydro-pyran
  参考文献：
  名称：

  Indium-Trichloride Mediated Synthesis of 4,4-Dichlorotetrahydropyrans

  摘要：

  在三氯化铟的介导下，醛与氯均烯丙基醇的交叉偶联以高非对映选择性顺利生成了（顺式）2,6-二取代-4,4-(gem)-二氯四氢吡喃。

  DOI：

  10.1055/s-1999-2707
• 作为产物：
  描述：

  2,3-二氯丙烯 、 正辛醛 在 溶剂黄146 、 锌 作用下， 以80%的产率得到2-Chloroundec-1-en-4-ol
  参考文献：
  名称：

  “Ligand-Free” CuI-Catalyzed Highly Efficient Intramolecular S-Vinylation of Thiols with Vinyl Chlorides and Bromides

  摘要：

  With CuI as the catalyst and K3PO4 center dot 3H(2)O as the base, highly efficient intramolecular S-vinylation of thiols with vinyl chlorides or bromides was successfully implemented without the help of an additional ligand. Moreover, the competition experiments revealed that the 4-exo cyclization is fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization.

  DOI：

  10.1021/jo802235e

文献信息

• “Ligand-Free” CuI-Catalyzed Highly Efficient Intramolecular S-Vinylation of Thiols with Vinyl Chlorides and Bromides
  作者：Qiwu Zhao、Ling Li、Yewen Fang、Deqian Sun、Chaozhong Li

  DOI：10.1021/jo802235e

  日期：2009.1.2

  With CuI as the catalyst and K3PO4 center dot 3H(2)O as the base, highly efficient intramolecular S-vinylation of thiols with vinyl chlorides or bromides was successfully implemented without the help of an additional ligand. Moreover, the competition experiments revealed that the 4-exo cyclization is fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization.
• Indium-Trichloride Mediated Synthesis of 4,4-Dichlorotetrahydropyrans
  作者：Jun Yang、Chao-Jun Li

  DOI：10.1055/s-1999-2707

  日期：1999.6

  The cross-coupling of aldehydes with chloro homoallyl alcohols mediated by indium trichloride generated (cis) 2,6-disubstituted-4,4-(gem)-dichlorotetrahydropyrans smoothly with high diastereoselectivity.

  在三氯化铟的介导下，醛与氯均烯丙基醇的交叉偶联以高非对映选择性顺利生成了（顺式）2,6-二取代-4,4-(gem)-二氯四氢吡喃。