5-(1-adamantyloxy)-3,4-bis(trimethylsilyl)-3H-furan-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 5-(1-adamantyloxy)-3,4-bis(trimethylsilyl)-3H-furan-2-one
• 化学式: C₂₀H₃₄O₃Si₂
• 分子量: 378.659
• InChiKey: PWRGMDMOQJRXNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.33
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-金刚烷醇 、 bis(trimethylsilyl)-1,2-bisketene 在 salicylic aldehyde (S)-1-phenylethylamine Schiff base copper(II) 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 5-(1-adamantyloxy)-3,4-bis(trimethylsilyl)-3H-furan-2-one
  参考文献：
  名称：

  A Novel Copper Chelate Catalyzed Ring Closure Reaction of 1,2-Bisketenes with Alcohols To Give 5-Alkoxy-2,3-dihydrofuran-2-ones

  摘要：

  Copper complexes with distorted tetrahedral structure in solution catalyze regioselectively the cyclization of 1,2-bisketenes with alcohols to give 5-alkoxy-2,3-dihydrofuran-2-ones in very high yields (shown on the right). It seems remarkable that these new compounds could remain undiscovered despite having structural similarities with a great number of well-investigated and biologically active butenolides.

  DOI：

  10.1002/(sici)1521-3773(19980619)37:11<1540::aid-anie1540>3.0.co;2-x

文献信息

• A Novel Copper Chelate Catalyzed Ring Closure Reaction of 1,2-Bisketenes with Alcohols To Give 5-Alkoxy-2,3-dihydrofuran-2-ones
  作者：Michael M. Dejmek、Rüdiger Selke

  DOI：10.1002/(sici)1521-3773(19980619)37:11<1540::aid-anie1540>3.0.co;2-x

  日期：1998.6.19

  Copper complexes with distorted tetrahedral structure in solution catalyze regioselectively the cyclization of 1,2-bisketenes with alcohols to give 5-alkoxy-2,3-dihydrofuran-2-ones in very high yields (shown on the right). It seems remarkable that these new compounds could remain undiscovered despite having structural similarities with a great number of well-investigated and biologically active butenolides.