dimethyl 4-oxo-3-vinyloctahydro-1H-indene-1,1-dicarboxylate | 1415759-86-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dimethyl 4-oxo-3-vinyloctahydro-1H-indene-1,1-dicarboxylate
• 英文别名: dimethyl 3-ethenyl-4-oxo-3,3a,5,6,7,7a-hexahydro-2H-indene-1,1-dicarboxylate
• CAS: 1415759-86-2
• 化学式: C₁₅H₂₀O₅
• 分子量: 280.321
• InChiKey: QGUCSFWLVOOYNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  dimethyl buta-2,3-dien-1-yl(3-oxocyclohexyl)malonate 在 四氢吡咯 、 palladium diacetate 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以78%的产率得到dimethyl 4-oxo-3-vinyloctahydro-1H-indene-1,1-dicarboxylate
  参考文献：
  名称：

  Dual Amine and Palladium Catalysis in Diastereo- and Enantioselective Allene Carbocyclization Reactions

  摘要：

  A pyrrolidine and Pd catalyzed diastereoselective carbocyclization of aldehyde and ketone-linked allenes has been developed. The cooperative organo/metal-catalyzed cyclization reaction, which presumably proceeds via an enamine intermediate, is efficient and broad in scope. Also, it has been extended to a catalytic asymmetric variant using diarylprolinol-based organocatalysts to afford substituted cyclopentane and pyrrolidine reaction products in up to 82% ee.

  DOI：

  10.1021/ol303128s

文献信息

• Dual Amine and Palladium Catalysis in Diastereo- and Enantioselective Allene Carbocyclization Reactions
  作者：Meiling Li、Swarup Datta、David M. Barber、Darren J. Dixon

  DOI：10.1021/ol303128s

  日期：2012.12.21

  A pyrrolidine and Pd catalyzed diastereoselective carbocyclization of aldehyde and ketone-linked allenes has been developed. The cooperative organo/metal-catalyzed cyclization reaction, which presumably proceeds via an enamine intermediate, is efficient and broad in scope. Also, it has been extended to a catalytic asymmetric variant using diarylprolinol-based organocatalysts to afford substituted cyclopentane and pyrrolidine reaction products in up to 82% ee.