4-(but-3-en-1-yl)-4-methylcyclohexan-1-one | 243651-65-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(but-3-en-1-yl)-4-methylcyclohexan-1-one
• 英文别名: 4-But-3-enyl-4-methyl-cyclohexanone；4-But-3-enyl-4-methylcyclohexan-1-one
• CAS: 243651-65-2
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: GWZXBTNRJDIFER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  4-(but-3-en-1-yl)-4-methylcyclohexan-1-one 在 sodium hydride 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Polyene Cyclization Promoted by the Cross Conjugated α-Carbalkoxy Enone System. An Efficient Approach to Highly Functionalized Decalins

  摘要：

  AbstractThe cross conjugated α‐carbalkoxy enone system was found to be an excellent promoter for polyene cyclization. Under mild conditions, the reaction occurred readily with a high degree of regio‐ and stereoselectivity. Based on this facile process, an efficient method for the construction of highly functionalized decalin derivatives has been developed.

  DOI：

  10.1002/jccs.199900062
• 作为产物：
  描述：

  3-乙氧基-6-甲基-2-环己烯-1-酮 在 lithium aluminium tetrahydride 、 hydrido(triphenylphosphine)copper(I) hexamer 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 191.0h， 生成 4-(but-3-en-1-yl)-4-methylcyclohexan-1-one
  参考文献：
  名称：

  Polyene Cyclization Promoted by the Cross Conjugated α-Carbalkoxy Enone System. An Efficient Approach to Highly Functionalized Decalins

  摘要：

  AbstractThe cross conjugated α‐carbalkoxy enone system was found to be an excellent promoter for polyene cyclization. Under mild conditions, the reaction occurred readily with a high degree of regio‐ and stereoselectivity. Based on this facile process, an efficient method for the construction of highly functionalized decalin derivatives has been developed.

  DOI：

  10.1002/jccs.199900062

文献信息

• Asymmetric Intramolecular Hydroalkylation of Internal Olefin with Cycloalkanone to Directly Access Polycyclic Systems
  作者：Ai‐Fang Wang、Jin‐Miao Tian、Xiao‐Jing Zhao、Zi‐Hao Li、Ye Zhang、Ka Lu、Hong Wang、Shu‐Yu Zhang、Yong‐Qiang Tu、Tong‐Mei Ding、Yu‐Yang Xie

  DOI：10.1002/anie.202308858

  日期：2023.9.25

  We developed a novel SPD-NH2 organocatalyst that works cooperatively with a PdII complex to catalyze the asymmetric intramolecular hydroalkylation. It demonstrates great reactivity, enantio- and diastereoselectivity (up to 99 % ee and 20 : 1 dr). Moreover, bridged or fused bicyclic systems can be conveniently transformed into diverse di-, tri-, and tetracyclic scaffolds for further conversion into

  我们开发了一种新型SPD-NH 2有机催化剂，它与Pd II配合物协同作用，催化不对称分子内加氢烷基化。它具有出色的反应活性、对映选择性和非对映选择性（高达 99 % ee 和 20 : 1 dr）。此外，桥联或稠合双环系统可以方便地转化为不同的二环、三环和四环支架，以进一步转化为生物学上重要的化合物。