furfuryl alcohol α-(tributylstannyl)methyl ether | 167106-10-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: furfuryl alcohol α-(tributylstannyl)methyl ether
• 英文别名: ((furfuryloxy)methyl)tri-n-butylstannane
• CAS: 167106-10-7
• 化学式: C₁₈H₃₄O₂Sn
• 分子量: 401.177
• InChiKey: QQMGVPQAMWJVRI-UHFFFAOYSA-N

物化性质

• 沸点：
  384.7±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  22.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  furfuryl alcohol α-(tributylstannyl)methyl ether 在 正丁基锂 、 盐酸 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 0.33h， 生成 2-甲基-3-呋喃甲醇 、 甲基糠基醚
  参考文献：
  名称：

  Dearomatization of furans via [2,3]-Still–Wittig rearrangement

  摘要：

  Furans and benzofurans of type 1 were dearomatized via the [2,3]-Still-Wittig rearrangement. Enol ethers 2 could be isolated or isomerized to the corresponding furans 3. The substitution pattern at the homofuranylic position had a strong influence on reaction behaviour. Benzofurans rearranged with the greatest efficiency, and employment of a 3-substituted benzofuran (1; R'=CH3) allowed the creation of a quaternary carbon center. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.029
• 作为产物：
  描述：

  糠醇 、 三丁基(碘甲基)锡烷 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到furfuryl alcohol α-(tributylstannyl)methyl ether
  参考文献：
  名称：

  A New Strategy to Bicyclo[5.3.0]decenes via Anionic Intramolecular Ring Opening of Oxabicyclo[3.2.1] Compounds

  摘要：

  Intramolecular anionic ring opening of oxabicyclo[3.2.1] systems has been achieved and leads to an efficient route to bicyclo[5.3.0]decenes which are trans fused. Tethers containing heteroatoms (X = O, S, NMe) as well as all-carbon derivatives have been successfully cyclized under these conditions. It is not necessary to take any special precautions (high dilution, slow addition etc.) when carrying out the transmetalation-cyclization since intermolecular ring opening does not occur under these conditions.

  DOI：

  10.1021/ja00112a008

文献信息

• A Highly Substituted trans-Fused Bicyclo[5.3.0]decene
  作者：S. Kumanovic、M. Lautens、A. J. Lough

  DOI：10.1107/s0108270195006573

  日期：1995.11.15

  The title compound, 2,4-dimethyl-9-oxabicyclo[5.3.0]-dec-5-ene-1,3-diol deuterochloroform solvate, C11H18O3. CDCl3, has a seven-membered and a five-membered ring which are trans-fused and are affected by angle strain. There are three types of intermolecular hydrogen bonding present in the structure, namely, O-H ... OH [O ... O 2.774(2) Angstrom], O-H ... O [O ... O 2.837(2) Angstrom] and C-D ... OH [C ... O 3.043 (2) Angstrom].