3-ethyl-2-oxaspiro[4.5]decane | 1204190-81-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 3-ethyl-2-oxaspiro[4.5]decane
• 英文别名: 3-Ethyl-2-oxaspiro[4.5]decane
• CAS: 1204190-81-7
• 化学式: C₁₁H₂₀O
• 分子量: 168.279
• InChiKey: RITGAHQGXCMYOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  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

文献信息

• Intramolecular Hydroalkoxylation/Reduction and Hydroamination/Reduction of Unactivated Alkynes Using a Silane–Iodine Catalytic System
  作者：Masatoshi Shibuya、Shoji Fujita、Yoshihiko Yamamoto

  DOI：10.1055/s-0036-1588436

  日期：2017.9

  Published as part of the Special Topic Modern Cyclization Strategies in Synthesis Abstract A transition-metal-free silane–iodine catalytic system comprising I2 and Et3SiH promotes intramolecular hydroalkoxylation/reduction and hydroamination/reduction of unactivated alkynes. This system allows the reaction to proceed at room temperature affording 2,4- and 2,5-disubstituted pyrrolidines as well as a

  作为专题“现代合成中的环化策略”的一部分发布 抽象的 包含I 2和Et 3 SiH的无过渡金属的硅烷-碘催化体系可促进未活化炔烃的分子内加氢烷氧基化/还原和加氢胺化/还原。该系统使反应在室温下进行，得到具有高非对映选择性的2，4-和2，5-二取代的吡咯烷以及2，3-二取代的四氢呋喃。 包含I 2和Et 3 SiH的无过渡金属的硅烷-碘催化体系可促进未活化炔烃的分子内加氢烷氧基化/还原和加氢胺化/还原。该系统使反应在室温下进行，得到具有高非对映选择性的2，4-和2，5-二取代的吡咯烷以及2，3-二取代的四氢呋喃。
• 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.