6-(3-(tert-butyldimethylsilyloxy)-4-methylpent-4-enyl)-3-methoxy-6-methylcyclohex-2-enone | 1354552-44-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(3-(tert-butyldimethylsilyloxy)-4-methylpent-4-enyl)-3-methoxy-6-methylcyclohex-2-enone
• 英文别名: 6-[3-[Tert-butyl(dimethyl)silyl]oxy-4-methylpent-4-enyl]-3-methoxy-6-methylcyclohex-2-en-1-one
• CAS: 1354552-44-5
• 化学式: C₂₀H₃₆O₃Si
• 分子量: 352.59
• InChiKey: HXTHXECLHWYCKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.63
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲氧基-2-环己烯-1-酮 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 正庚烷 、 乙基苯 为溶剂， 反应 0.58h， 生成 6-(3-(tert-butyldimethylsilyloxy)-4-methylpent-4-enyl)-3-methoxy-6-methylcyclohex-2-enone
  参考文献：
  名称：

  Stereoselective α-Quaternization of 3-Methoxycycloalk-2-enones via 1,4-Diastereoinduction of Alkoxy Dienolates

  摘要：

  The alkylation of dienolates generated from 3-methoxycycloalk-2-enones having a 3'-hydroxyl alkenyl chain provides the corresponding quaternized cycloalkenones in a highly diastereoselective manner. The high degree of stereocontrol in the alpha-quaternization possibly implies intervention of a rigid chelating transition state that allows an efficient 1,4-asymmetric induction to take place.

  DOI：

  10.1021/jo2022789

文献信息

• Stereoselective α-Quaternization of 3-Methoxycycloalk-2-enones via 1,4-Diastereoinduction of Alkoxy Dienolates
  作者：Gamal A. I. Moustafa、Yasumasa Kamada、Tetsuaki Tanaka、Takehiko Yoshimitsu

  DOI：10.1021/jo2022789

  日期：2012.1.20

  The alkylation of dienolates generated from 3-methoxycycloalk-2-enones having a 3'-hydroxyl alkenyl chain provides the corresponding quaternized cycloalkenones in a highly diastereoselective manner. The high degree of stereocontrol in the alpha-quaternization possibly implies intervention of a rigid chelating transition state that allows an efficient 1,4-asymmetric induction to take place.