(E)-1-(but-2-en-1-yl)cyclohexylmethanol | 1204190-92-0

• 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: (E)-1-(but-2-en-1-yl)cyclohexylmethanol
• 英文别名: (E)-(1-(2-butenyl)cyclohexyl)methanol；[1-[(E)-but-2-enyl]cyclohexyl]methanol
• CAS: 1204190-92-0
• 化学式: C₁₁H₂₀O
• 分子量: 168.279
• InChiKey: MGKWZPQKSDSQGG-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• 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：

  (E)-1-(but-2-en-1-yl)cyclohexylmethanol 在 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.0h， 以96%的产率得到3-ethyl-2-oxaspiro[4.5]decane
  参考文献：
  名称：

  Copper-catalysed intramolecular O–H addition to unactivated alkenes

  摘要：

  Intramolecular cyclisation of omega-alkenoic acids and alkenols can be achieved using a catalytic amount of Cu(OTf)(2) to afford lactones and cyclic ethers, offering a practical alternative to existing catalysts. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.055
• 作为产物：
  描述：

  (E)-1-(2-butenyl)cyclohexanecarboxylic acid methyl ester 在 lithium aluminium tetrahydride 、 硫酸 、 水 作用下， 以 乙醚 为溶剂， 以68%的产率得到(E)-1-(but-2-en-1-yl)cyclohexylmethanol
  参考文献：
  名称：

  Copper-catalysed intramolecular O–H addition to unactivated alkenes

  摘要：

  Intramolecular cyclisation of omega-alkenoic acids and alkenols can be achieved using a catalytic amount of Cu(OTf)(2) to afford lactones and cyclic ethers, offering a practical alternative to existing catalysts. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.055

文献信息

• Intramolecular Hydroalkoxylation of Unactivated Alkenes Using Silane–Iodine Catalytic System
  作者：Shoji Fujita、Masanori Abe、Masatoshi Shibuya、Yoshihiko Yamamoto

  DOI：10.1021/acs.orglett.5b01797

  日期：2015.8.7

  A novel catalytic system using I-2 and PhSiH3 for the intramolecular hydroalkoxylation of unactivated alkenes is described. NMR study indicated that in situ generated PhSiH2I is a possible active catalytic species. This catalytic system allows an efficient intramolecular hydroalkoxylation of phenyl-, trialkyl-, and 1,1-dialkyl-substituted alkenes as well as a variety of unactivated monoalkyl- and 1,2-dialkyl-substituted alkenes at room temperature. Mechanistic consideration based on significant experimental observations is also discussed.
• Copper-catalysed intramolecular O–H addition to unactivated alkenes
  作者：Luis A. Adrio、Louisa Shuyi Quek、Jason G. Taylor、King Kuok (Mimi) Hii

  DOI：10.1016/j.tet.2009.10.055

  日期：2009.12

  Intramolecular cyclisation of omega-alkenoic acids and alkenols can be achieved using a catalytic amount of Cu(OTf)(2) to afford lactones and cyclic ethers, offering a practical alternative to existing catalysts. (C) 2009 Elsevier Ltd. All rights reserved.