tert-butyl (2-cyano-1-(naphthalen-1-yl)allyl) carbonate | 1381860-37-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl (2-cyano-1-(naphthalen-1-yl)allyl) carbonate
• CAS: 1381860-37-2
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: CESKCMRNPIEGIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  59.32
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-cyano-1-(naphthalen-1-yl)allyl) carbonate 、 5-methyl-2-phenyloxazol-4(5H)-one 在 C₂₆H₂₈N₂O₂ 作用下， 以 氯仿 为溶剂， 反应 144.0h， 以92%的产率得到2-((R)-((S)-5-methyl-4-oxo-2-phenyl-4,5-dihydrooxazol-5-yl)(naphthalen-1-yl)methyl)acrylonitrile
  参考文献：
  名称：

  恶唑酮与MBHCs的不对称烯丙基烷基化中区域选择性的催化剂控制开关

  摘要：

  描述了恶唑酮与MBHCs的不对称烯丙基烷基化反应中区域选择性的催化剂控制开关。催化剂的正确选择可以区分SN2'-SN2'和加成消除过程，从而产生二次...

  DOI：

  10.1039/c6cc03246j

文献信息

• Stereoselective synthesis of organosulfur compounds incorporating N-aromatic heterocyclic motifs and quaternary carbon centers via a sulfa-Michael triggered tandem reaction
  作者：Tianyou Qin、Lu Cheng、Sean Xiao-An Zhang、Weiwei Liao

  DOI：10.1039/c5cc01875g

  日期：——

  The novel sulfa-Michael addition (SMA)-triggered tandem reaction was developed by combining a SMA reaction with a simultaneous rearomatization process.

  这种新型的磺胺-迈克尔加成（SMA）触发串联反应是通过将SMA反应与同时的重芳构化过程结合而开发的。
• Highly Enantioselective Regiodivergent Allylic Alkylations of MBH Carbonates with Phthalides
  作者：Fangrui Zhong、Jie Luo、Guo-Ying Chen、Xiaowei Dou、Yixin Lu

  DOI：10.1021/ja303115m

  日期：2012.6.20

  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.