4,4-dimethyl-2-[hydroxy(1-naphthyl)methyl]cyclohexanone

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,4-dimethyl-2-[hydroxy(1-naphthyl)methyl]cyclohexanone
• 英文别名: (2S)-2-[(R)-hydroxy(naphthalen-1-yl)methyl]-4,4-dimethylcyclohexan-1-one
• 化学式: C₁₉H₂₂O₂
• 分子量: 282.382
• InChiKey: QNYODYMBUQRNJP-AEFFLSMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,4-二甲基环己酮 、 1-萘甲醛 在 N-甲基二环己基胺 、 Trichloro(trifluoromethylsulfonyloxy)silane 、 2,2'-双(二苯基氧膦)-1,1'-联萘 作用下， 以 二氯甲烷 、 丙腈 为溶剂， 反应 2.0h， 生成 4,4-dimethyl-2-[hydroxy(1-naphthyl)methyl]cyclohexanone 、 4,4-dimethyl-2-[hydroxy(1-naphthyl)methyl]cyclohexanone 、 4,4-dimethyl-2-[hydroxy(1-naphthyl)methyl]cyclohexanone
  参考文献：
  名称：

  Trichlorosilyl triflate for enantioselective direct-type aldol reaction with chiral phosphine oxide

  摘要：

  Trichlorosilyl triflate, in the presence of a chiral Lewis base catalyst, provides an effective method for the enantioselective direct-type aldol reaction of aldehydes and ketones. A chiral Lewis base induces both the production and activation of trichlorosilyl enol ether, yielding an aldol product in good yield and with high diastereo- and enantioselectivities. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.03.095

文献信息

• Trichlorosilyl triflate for enantioselective direct-type aldol reaction with chiral phosphine oxide
  作者：Shunsuke Kotani、Shohei Aoki、Masaharu Sugiura、Makoto Nakajima

  DOI：10.1016/j.tetlet.2011.03.095

  日期：2011.6

  Trichlorosilyl triflate, in the presence of a chiral Lewis base catalyst, provides an effective method for the enantioselective direct-type aldol reaction of aldehydes and ketones. A chiral Lewis base induces both the production and activation of trichlorosilyl enol ether, yielding an aldol product in good yield and with high diastereo- and enantioselectivities. (C) 2011 Elsevier Ltd. All rights reserved.