6-methylchromene oxide | 890299-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-methylchromene oxide
• 英文别名: 3,4-Epoxy-6-methylchroman；(1aS,7bR)-6-methyl-2,7b-dihydro-1aH-oxireno[2,3-c]chromene
• CAS: 890299-09-9
• 化学式: C₁₀H₁₀O₂
• 分子量: 162.188
• InChiKey: ZBWPTUIZKQKUMF-VHSXEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-methyl-2H-chromene 在 (2S,4R,5R)-oxazolidinospirotetrahydropyran ketone derivative Oxone 、 四丁基硫酸氢铵 、 potassium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 6.0h， 生成 6-methyl-3,4-dihydro-2H-chromene-3,4-diol 、 2H-Oxireno[c][1]benzopyran, 1a,7b-dihydro-6-methyl- 、 6-methylchromene oxide
  参考文献：
  名称：

  Studies of Substituent Effect on Asymmetric Epoxidation of Chromenes by Chiral Dioxirane

  摘要：

  A series of 6- and 8-substituted chromenes has been investigated for asymmetric epoxidation using chiral ketone catalysts. Up to 93% ee was achieved. Higher ee's are obtained when substrates are substituted at the 6- position. The enhanced enantioselectivity is likely due to the beneficial interaction between the 6-substituent of the substrate and the N-aryl or alkyl group of the ketone catalyst.

  DOI：

  10.1021/jo0604179

文献信息

• Studies of Substituent Effect on Asymmetric Epoxidation of Chromenes by Chiral Dioxirane
  作者：O. Andrea Wong、Yian Shi

  DOI：10.1021/jo0604179

  日期：2006.5.1

  A series of 6- and 8-substituted chromenes has been investigated for asymmetric epoxidation using chiral ketone catalysts. Up to 93% ee was achieved. Higher ee's are obtained when substrates are substituted at the 6- position. The enhanced enantioselectivity is likely due to the beneficial interaction between the 6-substituent of the substrate and the N-aryl or alkyl group of the ketone catalyst.