ethyl (2R,4E)-2-(4-bromophenyl)-4-(2-ethoxy-2-oxoethylidene)-1-(4-methylphenyl)sulfonylazetidine-2-carboxylate | 1449335-91-4

• 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: ethyl (2R,4E)-2-(4-bromophenyl)-4-(2-ethoxy-2-oxoethylidene)-1-(4-methylphenyl)sulfonylazetidine-2-carboxylate
• CAS: 1449335-91-4
• 化学式: C₂₃H₂₄BrNO₆S
• 分子量: 522.417
• InChiKey: SNBDIDNRKGEYIX-CMYVBNMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,3-丁二烯酸乙酯 、 在 β-isocupreidine 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 48.0h， 以100%的产率得到ethyl (2R,4E)-2-(4-bromophenyl)-4-(2-ethoxy-2-oxoethylidene)-1-(4-methylphenyl)sulfonylazetidine-2-carboxylate
  参考文献：
  名称：

  Organocatalyzed Formal [2 + 2] Cycloaddition of Ketimines with Allenoates: Facile Access to Azetidines with a Chiral Tetrasubstituted Carbon Stereogenic Center

  摘要：

  An enantioselective organocatalyzed aza-MBH-type reaction of ketimines and allenoates has been developed. The present formal [2 + 2] cycloaddition produces highly functionalized azetidines with a chiral tetrasubstituted carbon stereogenic center in good to excellent yields and high enantioselectivities.

  DOI：

  10.1021/ol401817q

文献信息

• Organocatalyzed Formal [2 + 2] Cycloaddition of Ketimines with Allenoates: Facile Access to Azetidines with a Chiral Tetrasubstituted Carbon Stereogenic Center
  作者：Shinobu Takizawa、Fernando Arteaga Arteaga、Yasushi Yoshida、Michitaka Suzuki、Hiroaki Sasai

  DOI：10.1021/ol401817q

  日期：2013.8.16

  An enantioselective organocatalyzed aza-MBH-type reaction of ketimines and allenoates has been developed. The present formal [2 + 2] cycloaddition produces highly functionalized azetidines with a chiral tetrasubstituted carbon stereogenic center in good to excellent yields and high enantioselectivities.