(+/-)-(2R,6S)-6-methyl-N-(4-methylbenzenesulfonyl)-2-(phenylsulfonyl)-4-azabicyclo[4.3.0]non-1(9)-en-8-one

• 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: (+/-)-(2R,6S)-6-methyl-N-(4-methylbenzenesulfonyl)-2-(phenylsulfonyl)-4-azabicyclo[4.3.0]non-1(9)-en-8-one
• 英文别名: (4R,7aS)-4-(benzenesulfonyl)-7a-methyl-2-(4-methylphenyl)sulfonyl-1,3,4,7-tetrahydrocyclopenta[c]pyridin-6-one
• 化学式: C₂₂H₂₃NO₅S₂
• 分子量: 445.56
• InChiKey: ATEQYNVFVGJUNQ-FCHUYYIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯次磺酰氯 在 di(rhodium)tetracarbonyl dichloride 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， -78.0~120.0 ℃ 、506.62 kPa 条件下， 反应 2.0h， 生成 (+/-)-(2R,6S)-6-methyl-N-(4-methylbenzenesulfonyl)-2-(phenylsulfonyl)-4-azabicyclo[4.3.0]non-1(9)-en-8-one
  参考文献：
  名称：

  Rhodium(I)-Catalyzed Intramolecular Pauson−Khand-Type [2 + 2 + 1] Cycloaddition of Allenenes

  摘要：

  The novel [RhCl(CO)(2)](2)-catalyzed [2 + 2 + 1] cycloaddition of allenenes leading to the bicyclo[4.3.0]non-1(9)-en-8-one as well as the bicyclo-[5.3.0]dec-1(10)-en-9-one skeletons has been developed. This method also provides a new procedure for the construction of the bicyclo[4.3.0]non-1(9)-en-8-one skeleton having an alkyl appendage at the ring juncture, which was hardly attained in a satisfactory yield by the Pauson-Khand reaction of the corresponding enynes.

  DOI：

  10.1021/ol0600990

文献信息

• Rhodium(I)-Catalyzed Intramolecular Pauson−Khand-Type [2 + 2 + 1] Cycloaddition of Allenenes
  作者：Fuyuhiko Inagaki、Chisato Mukai

  DOI：10.1021/ol0600990

  日期：2006.3.1

  The novel [RhCl(CO)(2)](2)-catalyzed [2 + 2 + 1] cycloaddition of allenenes leading to the bicyclo[4.3.0]non-1(9)-en-8-one as well as the bicyclo-[5.3.0]dec-1(10)-en-9-one skeletons has been developed. This method also provides a new procedure for the construction of the bicyclo[4.3.0]non-1(9)-en-8-one skeleton having an alkyl appendage at the ring juncture, which was hardly attained in a satisfactory yield by the Pauson-Khand reaction of the corresponding enynes.