(1R,2S,5S)-2-(3-((tert-butyldimethylsilyl)oxy)propyl)-5-(2-hydroxypropan-2-yl)-2-methyl-1-vinylcyclopentanol | 1246189-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (1R,2S,5S)-2-(3-((tert-butyldimethylsilyl)oxy)propyl)-5-(2-hydroxypropan-2-yl)-2-methyl-1-vinylcyclopentanol
• CAS: 1246189-64-9
• 化学式: C₂₀H₄₀O₃Si
• 分子量: 356.621
• InChiKey: JNNLQNTYUBHXQC-PWIZWCRZSA-N

反应信息

• 作为产物：
  描述：

  (1R,2S,5S)-2-(3-((tert-butyldimethylsilyl)oxy)propyl)-1-(2-hydroxyethyl)-5-(2-hydroxypropan-2-yl)-2-methylcyclopentanol 在 2-硝基苯基丝氰酸酯 、 三丁基膦 、 双氧水 作用下， 以 四氢呋喃 、 水 为溶剂， 以20.7 mg的产率得到(1R,2S,5S)-2-(3-((tert-butyldimethylsilyl)oxy)propyl)-5-(2-hydroxypropan-2-yl)-2-methyl-1-vinylcyclopentanol
  参考文献：
  名称：

  A stereoselective cyclisation cascade mediated by SmI2–H2O: synthetic studies towards stolonidiol

  摘要：

  A cascade reaction involving sequential conjugate reduction, stereoselective aldol cyclisation and chemo-selective lactone reduction mediated by SmI2-H2O provides access to a cyclopentanol bearing two vicinal quaternary stereocentres with good stereocontrol. The functionalised cyclopentanol product has been converted to a key intermediate in ongoing asymmetric studies towards stolonidiol. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.03.047