4-methyl-4-phenyl-6-trimethylsilylhex-5-yn-2-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-4-phenyl-6-trimethylsilylhex-5-yn-2-one
• 英文别名: 4-Methyl-4-phenyl-6-trimethylsilylhex-5-yn-2-one
• 化学式: C₁₆H₂₂OSi
• 分子量: 258.436
• InChiKey: JRLSRXXFFILOCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(三甲基硅氧基)丙烯 、 Acetic acid 1-methyl-1-phenyl-3-trimethylsilanyl-prop-2-ynyl ester 在 [Ir(cod){P(OPh)3}2]OTf 、 氢气 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到4-methyl-4-phenyl-6-trimethylsilylhex-5-yn-2-one
  参考文献：
  名称：

  Ir-Catalyzed Substitution of Propargylic-type Esters with Enoxysilanes

  摘要：

  Propargylic-type acetates react readily with enoxysilanes in the presence of 1 mol % of [Ir(cod){P(OPh)3}2]OTf activated preliminarily with molecular H2 to give beta-alkynyl ketones in high to excellent yields. Substitution at the propargyl carbon proceeds exclusively or selectively in most types of propargylic esters. Alternatively, the formation of the allenyl products is predominant in the reaction of esters, which have two phenyl groups on the propargyl carbon.

  DOI：

  10.1021/ja0264089

文献信息

• Ir-Catalyzed Substitution of Propargylic-type Esters with Enoxysilanes
  作者：Isamu Matsuda、Ken-ichi Komori、Kenji Itoh

  DOI：10.1021/ja0264089

  日期：2002.8.1

  Propargylic-type acetates react readily with enoxysilanes in the presence of 1 mol % of [Ir(cod)P(OPh)3}2]OTf activated preliminarily with molecular H2 to give beta-alkynyl ketones in high to excellent yields. Substitution at the propargyl carbon proceeds exclusively or selectively in most types of propargylic esters. Alternatively, the formation of the allenyl products is predominant in the reaction of esters, which have two phenyl groups on the propargyl carbon.