(1a,3a-cis-3a,4a-anti)-1,1a,3,3a,4,4a,5,6,7,8-decahydropyridino<1,2-a>isoxazolo<4,3-c>pyrrole | 124852-89-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚里西啶
• 英文名称: (1a,3a-cis-3a,4a-anti)-1,1a,3,3a,4,4a,5,6,7,8-decahydropyridino<1,2-a>isoxazolo<4,3-c>pyrrole
• 英文别名: (1a,3a-cis-3a,4a-anti)-1,1a,3,3a,4,4a,5,6,7,8-decahydropyridino[1,2-a]isoxazolo[4,3-c]pyrrole；(3aS,9aS,9bS)-1,3,3a,4,6,7,8,9,9a,9b-decahydro-[1,2]oxazolo[4,3-a]indolizine
• CAS: 124852-89-7；133004-82-7；133004-89-4
• 化学式: C₉H₁₆N₂O
• 分子量: 168.239
• InChiKey: STLXFSSTXDIZGB-HLTSFMKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-vinylpiperidine 以 甲苯 为溶剂， 反应 10.0h， 生成 (1a,3a-cis-3a,4a-anti)-1,1a,3,3a,4,4a,5,6,7,8-decahydropyridino<1,2-a>isoxazolo<4,3-c>pyrrole
  参考文献：
  名称：

  经由分子内肟肟烯烃环加成反应生成吡咯嗪，吲哚并嗪和喹唑烷的途径

  摘要：

  描述了获得官能化的吡咯嗪，吲哚并嗪或喹唑并嗪的途径。该反应涉及吡咯烷或哌啶的热环加成，具有适当定位的醛肟和烯烃官能，并进行立体定向引入三个立体中心。

  DOI：

  10.1016/s0040-4039(00)99674-6

文献信息

• A route to pyrrolizidines, indolizidines and quinolizidines via intramolecular oxime olefin cycloadditions
  作者：Alfred Hassner、Rakesh Maurya

  DOI：10.1016/s0040-4039(00)99674-6

  日期：1989.1

  A route to functionalized pyrrolizidines, indolizidines or quinolizidines is described. The reaction involves thermal cycloaddition of pyrrolidines or piperidines, possessing properly positioned aldoxime and alkene functions, and proceeds with stereospecific introduction of three stereo centers.

  描述了获得官能化的吡咯嗪，吲哚并嗪或喹唑并嗪的途径。该反应涉及吡咯烷或哌啶的热环加成，具有适当定位的醛肟和烯烃官能，并进行立体定向引入三个立体中心。
• Cycloadditions. 46. Thermally induced intramolecular oxime olefin cycloadditions leading to N-bridgehead systems. Stereochemistry and molecular mechanics calculations
  作者：Alfred Hassner、Rakesh Maurya、Albert Padwa、William H. Bullock

  DOI：10.1021/jo00008a038

  日期：1991.4

  The intramolecular oxime olefin cycloaddition (IOOC) of proline and pipecolinic acid derivatives proceeds thermally with a high degree of stereoselectivity to provide a new route to functionalized pyrrolizidines, indolizidines, or quinolizidines. The ring closure proceeds with simultaneous stereoselective introduction of three or four stereocenters. Molecular mechanics calculations have been refined to accurately predict not only which stereoisomer is preferred but also the syn and anti coupling constants in these tricyclic molecules.