Acetic acid (3aS,4S,5S,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2,2,4,6,6-pentamethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester | 137776-53-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧环庚烷
• 英文名称: Acetic acid (3aS,4S,5S,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2,2,4,6,6-pentamethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester
• CAS: 137776-53-5
• 化学式: C₁₉H₃₆O₅Si
• 分子量: 372.577
• InChiKey: DEJVPEGJSXLTKB-QZNHQWIBSA-N

反应信息

• 作为产物：
  描述：

  (2R,4R)-2-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-5-oxo-hexanal 在 palladium on activated charcoal 吡啶 、 samarium diiodide 、 氢气 、 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 Acetic acid (3aS,4S,5S,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2,2,4,6,6-pentamethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl ester
  参考文献：
  名称：

  Intramolecular Sm2+ and Sm3+ promoted reaction of γ-oxy-δ-ketoaldehyde; stereocontrolled formation of pinacol and lactone

  摘要：

  Samarium promoted intramolecular pinacol coupling and Tishchenko oxidoreduction of gamma-oxy-delta-ketoaldehyde proceeded stereospecifically. Newly forming hydroxy group is oriented anti to gamma-silyoxy group in both reactions.

  DOI：

  10.1016/s0040-4039(00)93437-3