-(4al,1au)-1,1-dimethyl-4-ethyl-5a,8a-phenyl-1a,4a,5a,8a,9,10-hexahydro-1H-benz<1,2>oxazine N-oxide | 142840-17-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: -(4al,1au)-1,1-dimethyl-4-ethyl-5a,8a-phenyl-1a,4a,5a,8a,9,10-hexahydro-1H-benz<1,2>oxazine N-oxide
• 英文别名: 1-Ethyl-4,4-dimethyl-2-oxido-4a,5,6,10b-tetrahydrobenzo[f][2,3]benzoxazin-2-ium
• CAS: 142840-17-3
• 化学式: C₁₆H₂₁NO₂
• 分子量: 259.348
• InChiKey: YGXWVJHUGUIRJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(4-methylpent-3-en-1-yl)benzaldehyde 在 六甲基磷酰三胺 、 仲丁基锂 、 四氯化锡 作用下， 以 甲苯 为溶剂， 反应 1.42h， 生成 -(4al,1au)-1,1-dimethyl-4-ethyl-5a,8a-phenyl-1a,4a,5a,8a,9,10-hexahydro-1H-benz<1,2>oxazine N-oxide
  参考文献：
  名称：

  Inter- and intramolecular [4 + 2] cycloadditions of nitroalkenes with olefins. 2-Nitrostyrenes

  摘要：

  Aromatic nitroalkenes 9-12 underwent Lewis acid catalyzed cycloadditions with various cyclic alkenes to afford high yields of nitronates 25-30 with exclusive anti selectivity. Hammett studies helped to further delineate the role of the Lewis acid. Reaction of nitroalkenes 8 and 10 with various cyclic dienes in the presence of a Lewis acid demonstrated the ability of nitroalkenes to behave as dienes in cycloadditions. The major products were the syn diastereomers which arise from an endo-folded transition structure. Finally, intramolecular cycloaddition of 36-39 allowed a correlation between the stereochemical course of the reaction and positions of sp2 centers in the tether to be addressed.

  DOI：

  10.1021/jo00044a029

文献信息

• Inter- and intramolecular [4 + 2] cycloadditions of nitroalkenes with olefins. 2-Nitrostyrenes
  作者：Scott E. Denmark、Brenda S. Kesler、Young Choon Moon

  DOI：10.1021/jo00044a029

  日期：1992.8

  Aromatic nitroalkenes 9-12 underwent Lewis acid catalyzed cycloadditions with various cyclic alkenes to afford high yields of nitronates 25-30 with exclusive anti selectivity. Hammett studies helped to further delineate the role of the Lewis acid. Reaction of nitroalkenes 8 and 10 with various cyclic dienes in the presence of a Lewis acid demonstrated the ability of nitroalkenes to behave as dienes in cycloadditions. The major products were the syn diastereomers which arise from an endo-folded transition structure. Finally, intramolecular cycloaddition of 36-39 allowed a correlation between the stereochemical course of the reaction and positions of sp2 centers in the tether to be addressed.