anti-5,5-dimethyl-3-methoxy-1-trimethylsilyl-hex-1-yn-4-ol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: anti-5,5-dimethyl-3-methoxy-1-trimethylsilyl-hex-1-yn-4-ol
• 英文别名: (3S,4R)-4-methoxy-2,2-dimethyl-6-trimethylsilylhex-5-yn-3-ol
• 化学式: C₁₂H₂₄O₂Si
• 分子量: 228.407
• InChiKey: YRNQCBIBZBPQKD-GHMZBOCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  特戊醛 、 [3-methoxy-3-(tributylstannyl)-1-propynyl]trimethylsilane 在 丁基三氯化锡 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到anti-5,5-dimethyl-3-methoxy-1-trimethylsilyl-hex-1-yn-4-ol
  参考文献：
  名称：

  Highly Diastereoselective Synthesis of Propargylic 1,2-anti-Diol Derivatives Using α-Alkoxypropargylstannanes

  摘要：

  [GRAPHICS]Propargylic 1,2-anti-diol derivatives 2 and 10 are prepared in high yield and excellent diastereoselectivity by addition of alpha -alkoxypropargyl-stannanes 4a and 4b to aldehydes in the presence of BuSnCl3. We also introduce the use of KF on Celite as a convenient and mild reagent for removal of the organotin waste products of these reactions.

  DOI：

  10.1021/ol016536m

文献信息

• Highly Diastereoselective Synthesis of Propargylic 1,2-<i>a</i><i>nti</i>-Diol Derivatives Using α-Alkoxypropargylstannanes
  作者：Brad M. Savall、Noel A. Powell、William R. Roush

  DOI：10.1021/ol016536m

  日期：2001.9.1

  [GRAPHICS]Propargylic 1,2-anti-diol derivatives 2 and 10 are prepared in high yield and excellent diastereoselectivity by addition of alpha -alkoxypropargyl-stannanes 4a and 4b to aldehydes in the presence of BuSnCl3. We also introduce the use of KF on Celite as a convenient and mild reagent for removal of the organotin waste products of these reactions.