(5-hexyl-furan-3-yl)-methanol | 1309387-81-2

• 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: (5-hexyl-furan-3-yl)-methanol
• 英文别名: (5-Hexylfuran-3-yl)methanol；(5-hexylfuran-3-yl)methanol
• CAS: 1309387-81-2
• 化学式: C₁₁H₁₈O₂
• 分子量: 182.263
• InChiKey: UNYARBOWIJYANT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5-hexyl-furan-3-yl)-methanol 、 氯甲酸甲酯 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 以227 mg的产率得到methyl ((5-(hexyl)furan-3-yl)methyl)carbonate
  参考文献：
  名称：

  钯催化的 3-芳基氧化吲哚的不对称苄基化反应

  摘要：

  在这里，我们报告了钯催化的不对称苄基烷基化，以 3-芳基羟吲哚作为前手性亲核试剂。与不对称烯丙基烷基化类似地进行，使用手性双膦配体对各种未保护的 3-芳基羟吲哚和苄基甲基碳酸酯以高产率和对映选择性发生不对称苄化。该方法代表在苄基和前手性亲核试剂之间形成新的不对称碳-碳键以生成季中心。

  DOI：

  10.1021/ja1079755
• 作为产物：
  描述：

  2-oct-1-ynyl-propane-1,2,3-triol 在 mercuric triflate 作用下， 以 乙腈 为溶剂， 反应 0.08h， 以96%的产率得到(5-hexyl-furan-3-yl)-methanol
  参考文献：
  名称：

  A Highly Efficient Access to Spiroketals, Mono-unsaturated Spiroketals, and Furans: Hg(II)-Catalyzed Cyclization of Alkyne Diols and Triols

  摘要：

  Hg(II) salts are identified as highly efficient catalysts for the versatile construction of spiroketals from alkyne diols in aqueous conditions. Monounsaturated spiroketals and furans were accessed with equal ease when propargylic triols (or propargylic diols) were subjected to similar conditions. Even the semiprotected alkyne diols gave the corresponding spiroketals with the same ease in a cascade manner. The reactions are Instant and high yielding at ambient temperatures. Regioselectivity issues are well addressed.

  DOI：

  10.1021/ol201102x

文献信息

• A Highly Efficient Access to Spiroketals, Mono-unsaturated Spiroketals, and Furans: Hg(II)-Catalyzed Cyclization of Alkyne Diols and Triols
  作者：Kontham Ravindar、Maddi Sridhar Reddy、Pierre Deslongchamps

  DOI：10.1021/ol201102x

  日期：2011.6.17

  Hg(II) salts are identified as highly efficient catalysts for the versatile construction of spiroketals from alkyne diols in aqueous conditions. Monounsaturated spiroketals and furans were accessed with equal ease when propargylic triols (or propargylic diols) were subjected to similar conditions. Even the semiprotected alkyne diols gave the corresponding spiroketals with the same ease in a cascade manner. The reactions are Instant and high yielding at ambient temperatures. Regioselectivity issues are well addressed.
• Palladium-Catalyzed Asymmetric Benzylation of 3-Aryl Oxindoles
  作者：Barry M. Trost、Lara C. Czabaniuk

  DOI：10.1021/ja1079755

  日期：2010.11.10

  we report palladium-catalyzed asymmetric benzylic alkylation with 3-aryl oxindoles as prochiral nucleophiles. Proceeding analogously to asymmetric allylic alkylation, asymmetric benzylation occurs in high yield and enantioselectivity for a variety of unprotected 3-aryl oxindoles and benzylic methyl carbonates using chiral bisphosphine ligands. This methodology represents a novel asymmetric carbon-carbon

  在这里，我们报告了钯催化的不对称苄基烷基化，以 3-芳基羟吲哚作为前手性亲核试剂。与不对称烯丙基烷基化类似地进行，使用手性双膦配体对各种未保护的 3-芳基羟吲哚和苄基甲基碳酸酯以高产率和对映选择性发生不对称苄化。该方法代表在苄基和前手性亲核试剂之间形成新的不对称碳-碳键以生成季中心。