| 1381860-27-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1381860-27-0
• 化学式: C₁₅H₁₆N₂O₅
• 分子量: 304.302
• InChiKey: BEUXJZBYXHECLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.67
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  102.46
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-oxo-1,3-dihydroisobenzofuran-1-carboxylate 、 在 (2S,3R)-2-[[[[3,5-双(三氟甲基)苯基]氨基]硫代甲基]氨基]-N-(8Α,9S)-奎宁-9-基-3-[[(1,1-二甲基乙基)二苯基甲硅烷基]氧基]丁酰胺 作用下， 以 甲苯 为溶剂， 反应 36.0h， 生成 (S,E)-tert-butyl-1-(2-cyano-3-(4-nitrophenyl)allyl)-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate 、 (S,Z)-tert-butyl 1-(2-cyano-3-(4-nitrophenyl)allyl)-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate
  参考文献：
  名称：

  Highly Enantioselective Regiodivergent Allylic Alkylations of MBH Carbonates with Phthalides

  摘要：

  Phthalides were used for the first time in the allylic alkylation reactions with MBH carbonates for the creation of chiral 3,3-disubstituted phthalides. Highly enantioselective regiodivergent synthesis of gamma-selective or beta-selective allylic alkylation products was achieved by employing bifunctional chiral phosphines or multifunctional tertiary amine-thioureas as the catalyst, respectively. It was demonstrated that proper selection of catalysts and reaction conditions would differentiate an S(N)2'-S(N)2' pathway and an addition-elimination process, yielding different regioisomers of the allylic alkylation products in a highly enantiomerically pure form.

  DOI：

  10.1021/ja303115m