methyl 2-[[(E)-2-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-[tert-butyl(diphenyl)silyl]oxypent-2-enoyl]-methylamino]benzoate | 1240239-64-8

• 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: methyl 2-[[(E)-2-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-[tert-butyl(diphenyl)silyl]oxypent-2-enoyl]-methylamino]benzoate
• CAS: 1240239-64-8
• 化学式: C₃₈H₅₃NO₅Si₂
• 分子量: 660.014
• InChiKey: ZFKRXHCPVWRRIS-TWKHWXDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.74
• 重原子数：
  46
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 一氧化碳 、 (E)-2-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-[tert-butyl(diphenyl)silyl]oxy-N-(2-iodophenyl)-N-methylpent-2-enamide 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 三(2-呋喃基)膦 、 三乙胺 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 70.0 ℃ 、689.49 kPa 条件下， 反应 24.0h， 以45%的产率得到(RS)-methyl 2-[(RS)-3-{2-[(tert-butyldimethylsilyl)oxy]ethyl}-1-methyl-2-oxoindolin-3-yl]-4-[(tert-butyldiphenylsilyl)oxy]butanoate
  参考文献：
  名称：

  Domino Carbopalladation−Carbonylation: Generating Quaternary Stereocenters while Controlling β-Hydride Elimination

  摘要：

  A domino carbopalladation-carbonylation sequence for substrates possessing beta-hydrogens is explored. This allows for the construction of complex architectures with vicinal stereocenters in a concise and rapid fashion via the stereocontrolled formation of two carbon carbon bonds. An integral aspect of this domino reaction is the ability to control beta-hydride elimination of the organopalladium intermediate and instead form the carbonylation product.

  DOI：

  10.1021/ol1009703

文献信息

• Domino Carbopalladation−Carbonylation: Generating Quaternary Stereocenters while Controlling β-Hydride Elimination
  作者：Brinton Seashore-Ludlow、Peter Somfai

  DOI：10.1021/ol1009703

  日期：2010.9.3

  A domino carbopalladation-carbonylation sequence for substrates possessing beta-hydrogens is explored. This allows for the construction of complex architectures with vicinal stereocenters in a concise and rapid fashion via the stereocontrolled formation of two carbon carbon bonds. An integral aspect of this domino reaction is the ability to control beta-hydride elimination of the organopalladium intermediate and instead form the carbonylation product.