ethyl 4-(thiophen-2-yl)-2-(tosylimino)but-3-enoate | 1417862-61-3

• 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 4-(thiophen-2-yl)-2-(tosylimino)but-3-enoate
• CAS: 1417862-61-3
• 化学式: C₁₇H₁₇NO₄S₂
• 分子量: 363.458
• InChiKey: STCRCBTYKCCADO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.8
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-(thiophen-2-yl)-2-(tosylimino)but-3-enoate 、 3-(3,4-二甲氧基-苯基)-丙醛 在 2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine 、 苯甲酸 作用下， 以 水 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Organocatalytic Sequential Hetero-Diels–Alder and Friedel–Crafts Reaction: Constructions of Fused Heterocycles with Scaffold Diversity

  摘要：

  A highly enantioselective aza-Diels-Alder and Friedel-Crafts reaction sequence of N-sulfonyl-1-aza-1,3-butadienes and aliphatic aldehydes tethered to an arene motif has been developed, affording the fused chiral piperidine frameworks with a versatile scaffold diversity. A similar strategy has been applied for the construction of complex chiral tetrahydroquinoxaline structures.

  DOI：

  10.1021/ol202492x

文献信息

• Enantioselective [3 + 2] annulation of α-substituted allenoates with β,γ-unsaturated <i>N</i>-sulfonylimines catalyzed by a bifunctional dipeptide phosphine
  作者：Huanzhen Ni、Weijun Yao、Yixin Lu

  DOI：10.3762/bjoc.12.37

  日期：——

  The first enantioselective [3 + 2] annulation of alpha-substituted allenoates with beta,gamma-unsaturated N-sulfonylimines is described. In the presence of a dipeptide phosphine catalyst, a wide range of highly functionalized cyclopentenes bearing an all-carbon quaternary center were obtained in moderate to good yields and with good to excellent enantioselectivities.

  描述了α-取代的烯酸酯与β，γ-不饱和N-磺酰亚胺的第一次对映选择性[3 + 2]环。在二肽膦催化剂的存在下，以中等至良好的产率以及良好至优异的对映选择性获得了带有全碳季中心的多种高度官能化的环戊烯。
• Phosphine-catalyzed [3+2] annulation of α-substituted allenoates with ester-activated α,β-unsaturated imines: a novel variation of the Lu [3+2] cycloaddition reaction
  作者：Junjun Tian、Zhengjie He

  DOI：10.1039/c3cc38264h

  日期：——

  A phosphine-catalyzed [3+2] annulation reaction of alpha-substituted allenoates with ester-activated alpha,beta-unsaturated imines is reported, which provides new and efficient access to highly functionalized cyclopentenes bearing one all-carbon quaternary center. This reaction also expands the scope of the famous Lu [3+2] cycloaddition reaction.

  报道了一种膦催化的α-取代的烯酸酯与酯活化的α，β-不饱和亚胺的膦酸酯化的[3 + 2]环化反应，它为具有一个全碳四元中心的高度官能化的环戊烯提供了新的有效途径。该反应还扩大了著名的Lu [3 + 2]环加成反应的范围。