α-Cyclohexyl-phthalid | 37884-12-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 3,4-二氢香豆素
• 英文名称: α-Cyclohexyl-phthalid
• 英文别名: 3-cyclohexyl-3H-benzofuran-2-one；3-cyclohexyl-3H-1-benzofuran-2-one
• CAS: 37884-12-1
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: XMUKWOQEQADEFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  α-Cyclohexyl-phthalid 、 cinnamyl methyl carbonate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 C₃₈H₄₀O₆P^(1-)*C₂₅H₂₅F₆NP⁽¹⁺⁾ 作用下， 以 水 、 甲苯 为溶剂， 反应 72.0h， 以95%的产率得到
  参考文献：
  名称：

  Exploiting the Modularity of Ion-Paired Chiral Ligands for Palladium-Catalyzed Enantioselective Allylation of Benzofuran-2(3H)-ones

  摘要：

  A highly enantioselective allylation of benzofuran-2(3H)-ones is achieved under Pd catalysis by taking full advantage of the structural modularity of ion-paired chiral ligands.

  DOI：

  10.1021/ja312125a

文献信息

• Asymmetric addition of 3-substituted benzofuran-2-ones to isatin N-Boc ketimines catalyzed by chiral biscinchona alkaloid catalyst
  作者：Yi Zhu、Enge Zhang、Chao Luo、Xin Li、Jin-Pei Cheng

  DOI：10.1016/j.tet.2015.04.114

  日期：2015.6

  A highly enantioselective Mannich reaction of 3-substituted benzofuran-2(3H)-ones and isatin N-Boc ketimines catalyzed by a chiral biscinchona alkaloid catalyst was developed, which proved to be an efficient way for the synthesis of chiral 3,3'-disubstituted benzofuran-2-one derivatives. The nucleophilic addition products were generally obtained in high yields (up to 99%) with very good diastereoselectivities (up to >95:5 dr) and enantioselectivities (up to 98% ee). (C) 2015 Elsevier Ltd. All rights reserved.
• Asymmetric alkylation of 3-substituted benzofuran-2(3H)-ones
  作者：Chao Luo、Enge Zhang、Xin Li

  DOI：10.1016/j.tetlet.2015.09.087

  日期：2015.10

  An enantioselective alkylation reaction of 3-substituted benzofuran-2(3H)-ones catalyzed by a chiral biscinchona alkaloid catalyst combined with TsOH center dot H2O was developed. The corresponding products, containing all carbon quaternary centers at the C3-positions of the benzofuran-2-ones, were obtained in moderate to good yields (up to 89%) with good enantioselectivities (up to 83% ee). (C) 2015 Elsevier Ltd. All rights reserved.