3-(Benzenesulfonyl)-1-benzylpyrrole-2,5-dione | 1312542-02-1

• 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: 3-(Benzenesulfonyl)-1-benzylpyrrole-2,5-dione
• 英文别名: 3-(benzenesulfonyl)-1-benzylpyrrole-2,5-dione
• CAS: 1312542-02-1
• 化学式: C₁₇H₁₃NO₄S
• 分子量: 327.361
• InChiKey: JKIAGWVXFOADQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  79.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(4R)-4-[tert-butyl(dimethyl)silyl]oxycyclohexa-1,5-dien-1-yl] acetate 、 3-(Benzenesulfonyl)-1-benzylpyrrole-2,5-dione 以 二氯甲烷 为溶剂， 反应 24.0h， 以93%的产率得到[(1R,2S,6R,7S,10R)-2-(benzenesulfonyl)-4-benzyl-10-[tert-butyl(dimethyl)silyl]oxy-3,5-dioxo-4-azatricyclo[5.2.2.02,6]undec-8-en-8-yl] acetate
  参考文献：
  名称：

  Controlling the Facial Selectivity of Asymmetric [4 + 2] Cyclo-additions: A Concise Synthesis of the cis-Decalin Core Structure of Superstolides A and B

  摘要：

  Reglo-, stereo-, and facial selective [4 + 2] cycloadditions between highly activated vinyl sulfones and 1,3-dienes derived from (R)-4-tert-wbutyldimethylsilyloxy-2-cyclohexen-1-one provide a powerful approach for the asymmetric synthesis of compounds containing the bicyclo[2.2.2]octanone carbon skeleton. This new methodology has been successfully applied to the asymmetric synthesis of the cis-decalin core structure of the potent anticancer marine natural products superstolides A and B.

  DOI：

  10.1021/ol201095b

文献信息

• Controlling the Facial Selectivity of Asymmetric [4 + 2] Cyclo-additions: A Concise Synthesis of the <i>cis</i>-Decalin Core Structure of Superstolides A and B
  作者：Lei Chen、Zhengmao Hua、Gangqin Li、Zhendong Jin

  DOI：10.1021/ol201095b

  日期：2011.7.15

  Reglo-, stereo-, and facial selective [4 + 2] cycloadditions between highly activated vinyl sulfones and 1,3-dienes derived from (R)-4-tert-wbutyldimethylsilyloxy-2-cyclohexen-1-one provide a powerful approach for the asymmetric synthesis of compounds containing the bicyclo[2.2.2]octanone carbon skeleton. This new methodology has been successfully applied to the asymmetric synthesis of the cis-decalin core structure of the potent anticancer marine natural products superstolides A and B.