[3-(methoxymethoxy)-3-(tributylstannyl)-1-propynyl]trimethylsilane

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: [3-(methoxymethoxy)-3-(tributylstannyl)-1-propynyl]trimethylsilane
• 化学式: C₂₀H₄₂O₂SiSn
• 分子量: 461.348
• InChiKey: PSPLTNSBLVDHOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.24
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  特戊醛 、 [3-(methoxymethoxy)-3-(tributylstannyl)-1-propynyl]trimethylsilane 在 丁基三氯化锡 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到(3R,4S)-4-(methoxymethoxy)-2,2-dimethyl-6-trimethylsilylhex-5-yn-3-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.