(3R,4S,Z)-benzyl 2-benzylidene-3-phenylchroman-4-carboxylate | 1191257-51-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: (3R,4S,Z)-benzyl 2-benzylidene-3-phenylchroman-4-carboxylate
• 英文别名: benzyl (2Z,3R,4S)-2-benzylidene-3-phenyl-3,4-dihydrochromene-4-carboxylate
• CAS: 1191257-51-8
• 化学式: C₃₀H₂₄O₃
• 分子量: 432.519
• InChiKey: RRCULKLITBJBFV-QLLTWMAJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,4S,Z)-benzyl 2-benzylidene-3-phenylchroman-4-carboxylate 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 (2Z,3R,4S)-2-benzylidene-3-phenyl-3,4-dihydrochromene-4-carboxylic acid
  参考文献：
  名称：

  Stereoselective Construction of Substituted Chromans by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 2-(2-Hydroxyphenyl)acetates

  摘要：

  Highly substituted chromans have been constructed in a highly stereoselective manner by a palladium-catalyzed reaction of propargylic carbonates with 2-(2-hydroxyphenyl)acetates. Enantioselective reactions also successfully proceeded to give the optically active chromans with high enantioselectivity.

  DOI：

  10.1021/ol901964z
• 作为产物：
  描述：

  benzyl (2-hydroxyphenyl)acetate 、 1,3-diphenylprop-2-ynyl methyl carbonate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 1,1'-bis(diphenylphosphino)ferrocene 作用下， 以 二甲基亚砜 为溶剂， 以99%的产率得到(3R,4S,Z)-benzyl 2-benzylidene-3-phenylchroman-4-carboxylate
  参考文献：
  名称：

  Stereoselective Construction of Substituted Chromans by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 2-(2-Hydroxyphenyl)acetates

  摘要：

  Highly substituted chromans have been constructed in a highly stereoselective manner by a palladium-catalyzed reaction of propargylic carbonates with 2-(2-hydroxyphenyl)acetates. Enantioselective reactions also successfully proceeded to give the optically active chromans with high enantioselectivity.

  DOI：

  10.1021/ol901964z

文献信息

• Stereoselective Construction of Substituted Chromans by Palladium-Catalyzed Cyclization of Propargylic Carbonates with 2-(2-Hydroxyphenyl)acetates
  作者：Masahiro Yoshida、Mariko Higuchi、Kozo Shishido

  DOI：10.1021/ol901964z

  日期：2009.10.15

  Highly substituted chromans have been constructed in a highly stereoselective manner by a palladium-catalyzed reaction of propargylic carbonates with 2-(2-hydroxyphenyl)acetates. Enantioselective reactions also successfully proceeded to give the optically active chromans with high enantioselectivity.