2,6-Diphenyl-3,5,8,8a-tetrahydrooxazino[4,5-e]oxazine | 1407517-71-8

• 分子结构分类: 有机化合物 - 苯类化合物 - N-苯基羟胺
• 英文名称: 2,6-Diphenyl-3,5,8,8a-tetrahydrooxazino[4,5-e]oxazine
• 英文别名: 2,6-diphenyl-3,5,8,8a-tetrahydrooxazino[4,5-e]oxazine
• CAS: 1407517-71-8
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: IVRVNAJZTOSFEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  24.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-vinyl-1,3-butadien 、 亚硝基苯 反应 4.0h， 以36%的产率得到
  参考文献：
  名称：

  Nitroso-Dienophile Additions to Dendralenes: A Short Synthesis of Branched Aminosugars

  摘要：

  The first heteroatom-based dienophile cycloadditions to cross-conjugated alkenes ([n]dendralenes) are reported. Nitroso-dienophiles undergo smooth single and double Diels-Alder additions to the parent dendralenes with orientational regio- and stereoselectivity and, notably, with reactivity that depends upon the parity of the [n]dendralene. The first crystal structure of a cross-conjugated hexaene is reported. Vasella's nitroso-sugar reagent gives a highly enantiomerically enriched double cycloadduct with [3]dendralene. This bicyclic oxazine is successively dihydroxylated and then ring-opened to form a branched chain diamino tetrol.

  DOI：

  10.1021/ol302619r