N-tosyl-4-chromanonimine | 1308305-43-2

• 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: N-tosyl-4-chromanonimine
• 英文别名: N-(2,3-dihydrochromen-4-ylidene)-4-methylbenzenesulfonamide
• CAS: 1308305-43-2
• 化学式: C₁₆H₁₅NO₃S
• 分子量: 301.366
• InChiKey: RPHZFKZYMPMFQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-tosyl-4-chromanonimine 、 苯基三氟硼酸钾 在 (RhCl(C₈H₈(C₆H₄CF₃)2))2 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 24.0h， 以88%的产率得到4-methyl-N-[(4S)-4-phenyl-2,3-dihydrochromen-4-yl]benzenesulfonamide
  参考文献：
  名称：

  Rhodium-Catalyzed Asymmetric Addition of Potassium Organotrifluoroborates toN-Sulfonyl Ketimines

  摘要：

  A rhodium-catalyzed asymmetric addition of readily available potassium organotrifluoroborates to both N-tosyl and N-nosyl ketimines has bean developed. High enantioselectivity has been achieved by using a chiral diene ligand, and the nosyl group of the addition products can be easily removed while retaining the enantiomeric purity.

  DOI：

  10.1021/ol200958q
• 作为产物：
  描述：

  2,3-二氢苯并吡喃-4-酮 、 对甲苯磺酰胺 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成 N-tosyl-4-chromanonimine
  参考文献：
  名称：

  Rhodium-Catalyzed Asymmetric Addition of Potassium Organotrifluoroborates toN-Sulfonyl Ketimines

  摘要：

  A rhodium-catalyzed asymmetric addition of readily available potassium organotrifluoroborates to both N-tosyl and N-nosyl ketimines has bean developed. High enantioselectivity has been achieved by using a chiral diene ligand, and the nosyl group of the addition products can be easily removed while retaining the enantiomeric purity.

  DOI：

  10.1021/ol200958q

文献信息

• Rhodium-Catalyzed Asymmetric Addition of Potassium Organotrifluoroborates to<i>N</i>-Sulfonyl Ketimines
  作者：Ryo Shintani、Momotaro Takeda、Ying-Teck Soh、Tomoaki Ito、Tamio Hayashi

  DOI：10.1021/ol200958q

  日期：2011.6.17

  A rhodium-catalyzed asymmetric addition of readily available potassium organotrifluoroborates to both N-tosyl and N-nosyl ketimines has bean developed. High enantioselectivity has been achieved by using a chiral diene ligand, and the nosyl group of the addition products can be easily removed while retaining the enantiomeric purity.