6-[2-(2-Methoxyphenyl)-2-trimethylsilyloxyethyl]-2,2-dimethyl-1,3-dioxin-4-one | 1237742-97-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-[2-(2-Methoxyphenyl)-2-trimethylsilyloxyethyl]-2,2-dimethyl-1,3-dioxin-4-one
• 英文别名: 6-[2-(2-methoxyphenyl)-2-trimethylsilyloxyethyl]-2,2-dimethyl-1,3-dioxin-4-one
• CAS: 1237742-97-0
• 化学式: C₁₈H₂₆O₅Si
• 分子量: 350.487
• InChiKey: NQPASRMMIMLFCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2,2-dimethyl-6-methylene-6H-1,3-dioxin-4-yloxy)trimethylsilane 、 邻甲氧基苯甲醛 在 吡啶-N-氧化物 作用下， 反应 2.0h， 以64%的产率得到6-[2-(2-Methoxyphenyl)-2-trimethylsilyloxyethyl]-2,2-dimethyl-1,3-dioxin-4-one
  参考文献：
  名称：

  Solvent-free Mukaiyama and Mukaiyama–Michael vinylogous reactions of a dioxinone-derived silyl enol ether promoted by Lewis bases

  摘要：

  The vinylogous aldol-type addition of a dienolsilyl ether, derived from 2,2,6-trimethyl-4H-1,3-dioxin-4-one, showed to occur with complete gamma-selectivity by enolate activation promoted by neutral Lewis bases under solvent-free conditions. Moderate to high yields were obtained with aromatic, hetero-aromatic, and aliphatic aldehydes, as well as activated ketones. Under the same conditions and in the absence of catalyst, the first Mukaiyama-Michael addition of the masked acetoacetate ester to alpha,beta-unsaturated aldehydes took place in satisfactory way. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.016

文献信息

• Solvent-free Mukaiyama and Mukaiyama–Michael vinylogous reactions of a dioxinone-derived silyl enol ether promoted by Lewis bases
  作者：Arrigo Scettri、Vincenzo De Sio、Rosaria Villano、Patrizia Manzo、Maria Rosaria Acocella

  DOI：10.1016/j.tetlet.2010.05.016

  日期：2010.7

  The vinylogous aldol-type addition of a dienolsilyl ether, derived from 2,2,6-trimethyl-4H-1,3-dioxin-4-one, showed to occur with complete gamma-selectivity by enolate activation promoted by neutral Lewis bases under solvent-free conditions. Moderate to high yields were obtained with aromatic, hetero-aromatic, and aliphatic aldehydes, as well as activated ketones. Under the same conditions and in the absence of catalyst, the first Mukaiyama-Michael addition of the masked acetoacetate ester to alpha,beta-unsaturated aldehydes took place in satisfactory way. (C) 2010 Elsevier Ltd. All rights reserved.