(E)-5-cyclohexyl-1-(dimethylamino)-5-hydroxypent-1-en-3-one | 1321937-11-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-5-cyclohexyl-1-(dimethylamino)-5-hydroxypent-1-en-3-one
• CAS: 1321937-11-4
• 化学式: C₁₃H₂₃NO₂
• 分子量: 225.331
• InChiKey: OQOKYFWQBRDMMY-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  反式-3-(叔丁基二甲基硅氧基)-N,N-二甲基-1,3-丁二烯-1-胺 、 环己烷基甲醛 在 水 作用下， 反应 1.0h， 以88%的产率得到(E)-5-cyclohexyl-1-(dimethylamino)-5-hydroxypent-1-en-3-one
  参考文献：
  名称：

  Water opportunities: catalyst and solvent in Mukaiyama aldol addition of Rawal’s diene to carbonyl derivatives

  摘要：

  Addition reactions between Rawal's diene and different carbonyl compounds are rapidly and efficiently promoted by water. No catalyst or any other additive, water as an eco-friendly medium, clean reaction conditions, a simple work-up, and short reaction times are the salient features in this procedure. The protocol is general, proceeding well with moderate to good yields for various aldehydes and activated ketones. Based on the experimental H-1 NMR results, a Mukaiyama aldol mechanism was proposed as the reaction pathway, affording open chain products. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.035

文献信息

• Water opportunities: catalyst and solvent in Mukaiyama aldol addition of Rawal’s diene to carbonyl derivatives
  作者：Margherita De Rosa、Annunziata Soriente

  DOI：10.1016/j.tet.2011.06.035

  日期：2011.8

  Addition reactions between Rawal's diene and different carbonyl compounds are rapidly and efficiently promoted by water. No catalyst or any other additive, water as an eco-friendly medium, clean reaction conditions, a simple work-up, and short reaction times are the salient features in this procedure. The protocol is general, proceeding well with moderate to good yields for various aldehydes and activated ketones. Based on the experimental H-1 NMR results, a Mukaiyama aldol mechanism was proposed as the reaction pathway, affording open chain products. (C) 2011 Elsevier Ltd. All rights reserved.