(1R,S(S))-(Z)-(2-[(3-prop-2-ynyloxy)cyclohex-1-enyl]-2-(p-tolylsulfinyl)vinyl)benzene | 1211945-16-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,S(S))-(Z)-(2-[(3-prop-2-ynyloxy)cyclohex-1-enyl]-2-(p-tolylsulfinyl)vinyl)benzene
• 英文别名: 1-methyl-4-[(S)-[(Z)-2-phenyl-1-[(3R)-3-prop-2-ynoxycyclohexen-1-yl]ethenyl]sulfinyl]benzene
• CAS: 1211945-16-2
• 化学式: C₂₄H₂₄O₂S
• 分子量: 376.519
• InChiKey: SJLZHMWMFWETSK-UMOMDKHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,S(S))-(Z)-(2-[(3-prop-2-ynyloxy)cyclohex-1-enyl]-2-(p-tolylsulfinyl)vinyl)benzene 在 2,6-二叔丁基-4-甲基苯酚 作用下， 以 氘代苯 为溶剂， 反应 38.0h， 以73%的产率得到(-)-(2aS,4S,8aR,S(S))-4-phenyl-5-(p-tolylsulfinyl)-2a,4,6,7,8,8a-hexahydro-2H-naphtho[1,8-bc]furan
  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
• 作为产物：
  描述：

  (-)-(R,S(S))-3-[(Z)-2-phenyl-1-(p-tolylsulfinyl)vinyl]cyclohex-2-enol 、 3-溴丙炔 在 苄基三甲基氢氧化铵 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 (1R,S(S))-(Z)-(2-[(3-prop-2-ynyloxy)cyclohex-1-enyl]-2-(p-tolylsulfinyl)vinyl)benzene 、 (1S,S(S))-(Z)-(2-[(3-prop-2-ynyloxy)cyclohex-1-enyl]-2-(p-tolylsulfinyl)vinyl)benzene
  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

文献信息

• Sulfoxide-Directed Intramolecular [4 + 2] Cycloadditions between 2-Sulfinyl Butadienes and Unactivated Alkynes
  作者：Roberto Fernández de la Pradilla、Mariola Tortosa、Esther Castellanos、Alma Viso、Raquel Baile

  DOI：10.1021/jo9024489

  日期：2010.3.5

  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.