3-Allyl-5,5-dimethyl-cyclohex-2-enone | 77426-38-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Allyl-5,5-dimethyl-cyclohex-2-enone
• 英文别名: 5,5-Dimethyl-3-prop-2-enylcyclohex-2-en-1-one
• CAS: 77426-38-1
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: UOGORZYAKFMYFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-Allyl-5,5-dimethyl-cyclohex-2-enone 生成 3-Allyl-2-allyloxy-5,5-dimethyl-cyclohex-2-enone
  参考文献：
  名称：

  二酚Claisen重排

  摘要：

  二苯酚烯丙基醚的热重排提供了将烯丙基连接至受阻碳中心的方法。

  DOI：

  10.1016/0040-4039(80)80144-4

文献信息

• Trienamines Derived from Interrupted Cyclic 2,5-Dienones: Remote δ,ε-CC Bond Activation for Asymmetric Inverse-Electron-Demand Aza-Diels-Alder Reaction
  作者：Xin Feng、Zhi Zhou、Chao Ma、Xiang Yin、Rui Li、Lin Dong、Ying-Chun Chen

  DOI：10.1002/anie.201307460

  日期：2013.12.23

  induces the formation of a linear trienamine in the presence of a chiral primary amine, thus enabling the δ,ε‐CC bond to participate in a highly asymmetric inverse‐electron‐demand aza‐Diels–Alder (DA) reaction with electron‐deficient 1‐azadienes. The DA reaction can be coupled with a Michael addition to produce a polycyclic framework with complete stereocontrol.

  新构架：在手性伯胺的存在下，间断的环状2,5-二烯酮的δ，εCC键诱导线性三烯胺的形成，从而使δ，ε-CC键参与与缺电子的1-氮杂二烯的高度不对称逆电子需求的氮杂-Diels-Alder（DA）反应。DA反应可以与迈克尔加成反应偶联以产生具有完全立体控制的多环骨架。
• Direct Remote Asymmetric Bisvinylogous 1,4-Additions of Cyclic 2,5-Dienones to Nitroalkenes
  作者：Zhi Zhou、Xin Feng、Xiang Yin、Ying-Chun Chen

  DOI：10.1021/ol500700d

  日期：2014.5.2

  Here we report that cyclic 2,5-dienones can act as bisvinylogous precursors through in situ generation of linear trienamine species with a cinchona-derived primary amine, and exclusively remote epsilon-regioselective 1,4-additions to nitro-alkenes were accomplished in moderate to high enantioselectivity. Moreover, a diversity of complex spirocyclic frameworks could be efficiently constructed in an enantioenriched manner from these multifunctional 1,4-adducts via subsequent vinylogous iminium and even cascade iminium catalysis of the same amine.
• PONARAS A. A., TETRAHEDRON LETT., 1980, 21, NO 50, 4803-4806
  作者：PONARAS A. A.

  DOI：——

  日期：——