(5R,10S)-7-benzyl-10-[1-(3-nitrophenyl)ethenyl]-7-azaspiro[4.5]decane-1,6-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (5R,10S)-7-benzyl-10-[1-(3-nitrophenyl)ethenyl]-7-azaspiro[4.5]decane-1,6-dione
• 英文别名: (5R,10S)-7-benzyl-10-[1-(3-nitrophenyl)ethenyl]-7-azaspiro[4.5]decane-4,6-dione
• 化学式: C₂₄H₂₄N₂O₄
• 分子量: 404.466
• InChiKey: FHPYLEILNGDGNH-XUZZJYLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-碘-3-硝基苯 、 N-benzyl-2-oxo-N-(penta-3,4-dien-1-yl)cyclopentanecarboxamide 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium carbonate 、 1,2-双(二苯基膦)乙烷 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以74%的产率得到(5R,10S)-7-benzyl-10-[1-(3-nitrophenyl)ethenyl]-7-azaspiro[4.5]decane-1,6-dione
  参考文献：
  名称：

  Stereoselective Spirolactam Synthesis via Palladium Catalyzed Arylative Allene Carbocyclization Cascades

  摘要：

  A diastereoselective arylative carbocyclization of pro-nucleophile-linked allenes with aryl and heteroaryl halides to provide spirocyclic lactam products with moderate to high diastereoselectivities and good yields under Pd(0) catalysis is reported. Being operationally simple and tolerant of multiple points of diversity, this complexity building reaction cascade, in which two new carbon-carbon bonds and one new heterocyclic ring are created, should be of high value in both complex natural product synthesis as well as compound library synthesis.

  DOI：

  10.1021/ol101425y

文献信息

• Stereoselective Spirolactam Synthesis via Palladium Catalyzed Arylative Allene Carbocyclization Cascades
  作者：Meiling Li、Darren J. Dixon

  DOI：10.1021/ol101425y

  日期：2010.9.3

  A diastereoselective arylative carbocyclization of pro-nucleophile-linked allenes with aryl and heteroaryl halides to provide spirocyclic lactam products with moderate to high diastereoselectivities and good yields under Pd(0) catalysis is reported. Being operationally simple and tolerant of multiple points of diversity, this complexity building reaction cascade, in which two new carbon-carbon bonds and one new heterocyclic ring are created, should be of high value in both complex natural product synthesis as well as compound library synthesis.