(2R,3S)-2-(diphenylmethyl)-2,3-epoxynaphthoquinone | 73377-81-8

• 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: (2R,3S)-2-(diphenylmethyl)-2,3-epoxynaphthoquinone
• 英文别名: (1aR,7aS)-1a-benzhydryl-7aH-naphtho[2,3-b]oxirene-2,7-dione
• CAS: 73377-81-8
• 化学式: C₂₃H₁₆O₃
• 分子量: 340.378
• InChiKey: FVFIYGDRWPORKT-PKTZIBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(Diphenylmethyl)-1,4-naphthoquinone 在 3,3-dihydroperoxy4-(hydroxymethyl)-β-thujane 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 2-(diphenylmethyl)-2,3-epoxynaphthoquinone 、 (2R,3S)-2-(diphenylmethyl)-2,3-epoxynaphthoquinone
  参考文献：
  名称：

  Enantioselective epoxidation of 2-substituted 1,4-naphthoquinones using gem-dihydroperoxides

  摘要：

  New gem-dihydroperoxides were successfully used for DBU-promoted enantioselective epoxidation of 2-substituted 1,4-naphtlloquinones. The corresponding 1,4-naphthoquinone epoxides were obtained in yields up to 97% and ee's up to 82%. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.05.096

文献信息

• Enantioselective epoxidation of 2-substituted 1,4-naphthoquinones using gem-dihydroperoxides
  作者：Alexander Bunge、Hans-Jürgen Hamann、Eve McCalmont、Jürgen Liebscher

  DOI：10.1016/j.tetlet.2009.05.096

  日期：2009.8

  New gem-dihydroperoxides were successfully used for DBU-promoted enantioselective epoxidation of 2-substituted 1,4-naphtlloquinones. The corresponding 1,4-naphthoquinone epoxides were obtained in yields up to 97% and ee's up to 82%. (C) 2009 Elsevier Ltd. All rights reserved.