(1S,2S,4'R)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-isopropenyl-2-methyl-propane-1,3-diol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2S,4'R)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-isopropenyl-2-methyl-propane-1,3-diol
• 英文别名: (1S,2S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-methyl-2-prop-1-en-2-ylpropane-1,3-diol
• 化学式: C₁₂H₂₂O₄
• 分子量: 230.304
• InChiKey: OQLXCUTYGILKFI-CKYFFXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  双丙酮-D-甘露糖醇 在 Pt(dba)2 双联(L-酒石酸二乙酯)硼酸酯 、 三环己基膦 作用下， 以 苯 为溶剂， 反应 17.0h， 生成 (1S,2S,4'R)-1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-isopropenyl-2-methyl-propane-1,3-diol
  参考文献：
  名称：

  Platinum-Catalyzed Tandem Diboration/Asymmetric Allylboration:  Access to Nonracemic Functionalized 1,3-Diols

  摘要：

  [GRAPHIC]A single-pot tandem catalytic diene diboration/carbonyl allylation reaction is described that uses a commercially available chiral diboron reagent. The chirality of the intermediate diboration adduct is transferred to the product in the carbonyl allylation reaction, thereby providing access to enantioenriched chiral products. Notably, the reaction allows for construction of a quaternary stereocenter and furnishes a synthetically versatile C-B bond in the reaction product.

  DOI：

  10.1021/ol034936z

文献信息

• Platinum-Catalyzed Tandem Diboration/Asymmetric Allylboration:  Access to Nonracemic Functionalized 1,3-Diols
  作者：Jeremy B. Morgan、James P. Morken

  DOI：10.1021/ol034936z

  日期：2003.7.1

  [GRAPHIC]A single-pot tandem catalytic diene diboration/carbonyl allylation reaction is described that uses a commercially available chiral diboron reagent. The chirality of the intermediate diboration adduct is transferred to the product in the carbonyl allylation reaction, thereby providing access to enantioenriched chiral products. Notably, the reaction allows for construction of a quaternary stereocenter and furnishes a synthetically versatile C-B bond in the reaction product.