(Ss,2R)-N-(isopropylsulfinyl)-2-phenylaziridine | 850924-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (Ss,2R)-N-(isopropylsulfinyl)-2-phenylaziridine
• 英文别名: (2R)-2-Phenyl-1-[(S)-propane-2-sulfinyl]aziridine；(2R)-2-phenyl-1-[(S)-propan-2-ylsulfinyl]aziridine
• CAS: 850924-09-3
• 化学式: C₁₁H₁₅NOS
• 分子量: 209.312
• InChiKey: MDHYUQZVXDMHMI-PSIKVXPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  39.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三甲基碘化亚砜 、 (S)-(E)-N-(benzylidene)isopropanesulfinamide 在 sodium hydride 作用下， 以 甲苯 、 二甲基亚砜 为溶剂， 反应 50.0h， 生成 (Ss,2S)-N-(isopropylsulfinyl)-2-phenylaziridine 、 (Ss,2R)-N-(isopropylsulfinyl)-2-phenylaziridine
  参考文献：
  名称：

  The Isopropylsulfinyl Group:  A Useful Chiral Controller for the Asymmetric Aziridination of Sulfinylimines and the Organocatalytic Allylation of Hydrazones

  摘要：

  A comparative study shows that the isopropylsulfinyl group for which an enantiodivergent and highly diastereoselective approach is reported behaves better than the tert-butylsulfinyl and p-tolylsulfinyl groups, both in terms of reactivity and stereoselectivity in the Corey-Chaykovsky reaction of chiral sulfinylimines and the organocatalytic allylation of acyl hydrazones.

  DOI：

  10.1021/ol050080h

文献信息

• The Isopropylsulfinyl Group:  A Useful Chiral Controller for the Asymmetric Aziridination of Sulfinylimines and the Organocatalytic Allylation of Hydrazones
  作者：Inmaculada Fernández、Victoria Valdivia、Beatrice Gori、Felipe Alcudia、Eleuterio Álvarez、Noureddine Khiar

  DOI：10.1021/ol050080h

  日期：2005.3.1

  A comparative study shows that the isopropylsulfinyl group for which an enantiodivergent and highly diastereoselective approach is reported behaves better than the tert-butylsulfinyl and p-tolylsulfinyl groups, both in terms of reactivity and stereoselectivity in the Corey-Chaykovsky reaction of chiral sulfinylimines and the organocatalytic allylation of acyl hydrazones.