(1-d1-isopropoxy-2-phenyl-E-vinyloxy)trimethylsilane | 1241910-92-8

• 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: (1-d1-isopropoxy-2-phenyl-E-vinyloxy)trimethylsilane
• 英文别名: [(E)-1-(2-deuteriopropan-2-yloxy)-2-phenylethenoxy]-trimethylsilane
• CAS: 1241910-92-8
• 化学式: C₁₄H₂₂O₂Si
• 分子量: 251.405
• InChiKey: VZMPRHDIJSNUCC-RGEQPYNQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.26
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  三甲基氯硅烷 、 phenyl-acetic acid isopropyl-2-d1 ester 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.83h， 以82%的产率得到(1-d1-isopropoxy-2-phenyl-E-vinyloxy)trimethylsilane
  参考文献：
  名称：

  A Practical Protocol for the Highly E-Selective Formation of Aryl-Substituted Silylketene Acetals

  摘要：

  The E/Z-selectivity in the formation of silylketene acetals derived from phenylacetate esters, mediated by LiHMDS, has been studied by in situ NMR techniques. The formation is seen to be highly E-selective with use of the newly developed protocol. Isolated aryl-substituted silylketene acetals are now attainable with high levels of E-geometrical purity in excellent yield.

  DOI：

  10.1021/ol101580y

文献信息

• A Practical Protocol for the Highly <i>E</i>-Selective Formation of Aryl-Substituted Silylketene Acetals
  作者：Wesley R. R. Harker、Emma L. Carswell、David R. Carbery

  DOI：10.1021/ol101580y

  日期：2010.8.20

  The E/Z-selectivity in the formation of silylketene acetals derived from phenylacetate esters, mediated by LiHMDS, has been studied by in situ NMR techniques. The formation is seen to be highly E-selective with use of the newly developed protocol. Isolated aryl-substituted silylketene acetals are now attainable with high levels of E-geometrical purity in excellent yield.