5a,7,7-trimethyl-4-phenyl-5,5a,7,8-tetrahydro-1H-indeno[5,4-c]furan-6(3H)-one | 1219596-67-4

• 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: 5a,7,7-trimethyl-4-phenyl-5,5a,7,8-tetrahydro-1H-indeno[5,4-c]furan-6(3H)-one
• 英文别名: 5a,7,7-Trimethyl-4-phenyl-1,3,5,8-tetrahydrocyclopenta[e][2]benzofuran-6-one；5a,7,7-trimethyl-4-phenyl-1,3,5,8-tetrahydrocyclopenta[e][2]benzofuran-6-one
• CAS: 1219596-67-4
• 化学式: C₂₀H₂₂O₂
• 分子量: 294.393
• InChiKey: KAQSIIUPLGYTTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5a,7,7-trimethyl-4-phenyl-5,5a,7,8-tetrahydro-1H-indeno[5,4-c]furan-6(3H)-one 在 亚磷酸三苯酯 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以36%的产率得到(1RS,7SR,9SR)-9,11,11-trimethyl-7-phenyl-4,13,14-trioxatetracyclo[5.5.2.0(1,9).0(2,6)]tetradec-2(6)-en-10-one
  参考文献：
  名称：

  Synthesis of Unique Scaffolds via Diels−Alder Cycloadditions of Tetrasubstituted Cyclohexadienes

  摘要：

  Diels-Alder cycloadditions of highly substituted cyclohexadienes derived from rhodium-mediated [2 + 2 + 2] cyclizations are reported. Reactive heterodienophiles, including singlet oxygen (O-1(2)), 4-substituted-1,2,4-triazoline-3,5-diones (TADs), and aryl- and acylnitroso compounds were employed, yielding novel heterocyclic products.

  DOI：

  10.1021/ol100318f
• 作为产物：
  描述：

  2,4,4-trimethyl-8-(3-phenylprop-2-ynyloxy)oct-1-en-6-yn-3-one 在 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 氯苯 为溶剂， 反应 0.17h， 以90%的产率得到5a,7,7-trimethyl-4-phenyl-5,5a,7,8-tetrahydro-1H-indeno[5,4-c]furan-6(3H)-one
  参考文献：
  名称：

  Synthesis of Unique Scaffolds via Diels−Alder Cycloadditions of Tetrasubstituted Cyclohexadienes

  摘要：

  Diels-Alder cycloadditions of highly substituted cyclohexadienes derived from rhodium-mediated [2 + 2 + 2] cyclizations are reported. Reactive heterodienophiles, including singlet oxygen (O-1(2)), 4-substituted-1,2,4-triazoline-3,5-diones (TADs), and aryl- and acylnitroso compounds were employed, yielding novel heterocyclic products.

  DOI：

  10.1021/ol100318f

文献信息

• Synthesis of Unique Scaffolds via Diels−Alder Cycloadditions of Tetrasubstituted Cyclohexadienes
  作者：Amanda L. Jones、John K. Snyder

  DOI：10.1021/ol100318f

  日期：2010.4.2

  Diels-Alder cycloadditions of highly substituted cyclohexadienes derived from rhodium-mediated [2 + 2 + 2] cyclizations are reported. Reactive heterodienophiles, including singlet oxygen (O-1(2)), 4-substituted-1,2,4-triazoline-3,5-diones (TADs), and aryl- and acylnitroso compounds were employed, yielding novel heterocyclic products.