| 1344660-13-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 1344660-13-4
• 化学式: C₁₅H₂₀O₆
• 分子量: 296.32
• InChiKey: GYQZUYXXDWWMGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  74.97
• 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 C₃₃H₄₆FN₂OPSSi 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以92%的产率得到(S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(furan-3-yl)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

文献信息

• Highly Enantioselective and Regioselective Substitution of Morita–Baylis–Hillman Carbonates with Nitroalkanes
  作者：Guo-Ying Chen、Fangrui Zhong、Yixin Lu

  DOI：10.1021/ol202555v

  日期：2011.11.18

  A highly enantioselective and regioselective substitution reaction of the Morita–Baylis–Hillman (MBH) carbonates with nitroalkanes catalyzed by a quinidine-derived tertiary amine–thiourea catalyst has been developed. The described method, which is different from most organocatalytic allylic substitutions of the MBH adducts to date, represents a novel approach to regioselectively functionalize the MBH

  已开发出一种由对苯二胺衍生的叔胺-硫脲催化剂催化的森田-贝利斯-希尔曼（MBH）碳酸酯与硝基烷烃的高度对映选择性和区域选择性取代反应。所描述的方法与迄今为止的大多数MBH加合物的有机催化烯丙基取代方法不同，代表了一种将MBH加合物区域选择性官能化的新方法。