(5S,5aS,8aR,8bR)-5a-(4-methylphenyl)sulfanyl-5-phenyl-1,3,5,8,8a,8b-hexahydrofuro[3,4-e][1]benzofuran-7-one | 1211945-78-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (5S,5aS,8aR,8bR)-5a-(4-methylphenyl)sulfanyl-5-phenyl-1,3,5,8,8a,8b-hexahydrofuro[3,4-e][1]benzofuran-7-one
• CAS: 1211945-78-6
• 化学式: C₂₃H₂₂O₃S
• 分子量: 378.492
• InChiKey: XSJWVFNRCUOQPF-NNXSRULWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (5S,5aR,8S,8aR,8bR)-8-chloro-5a-(4-methylphenyl)sulfanyl-5-phenyl-1,3,5,8,8a,8b-hexahydrofuro[3,4-e][1]benzofuran-7-one 在 锌 作用下， 以 溶剂黄146 为溶剂， 反应 8.0h， 以73%的产率得到(5S,5aS,8aR,8bR)-5a-(4-methylphenyl)sulfanyl-5-phenyl-1,3,5,8,8a,8b-hexahydrofuro[3,4-e][1]benzofuran-7-one
  参考文献：
  名称：

  Sulfoxide-Directed Intramolecular [4 + 2] Cycloadditions between 2-Sulfinyl Butadienes and Unactivated Alkynes

  摘要：

  Sulfinyl dienynes undergo thermal and catalyzed IMDA cycloadditions, often at room temperature, to produce cyclohexa-1,4-dienes with good yields and high selectivities. Additionally, the products preserve a synthetically useful vinyl sulfoxide functionality. The selective manipulation of the double bonds in the cycloadducts has also been examined in this work.

  DOI：

  10.1021/jo9024489