dimethyl (1R,2R,3S,4S,5S,6S)-1,2-bis(2-methyl-1-phenylprop-1-enyl)tricyclo[3.1.0.02,4]hexane-3,6-dicarboxylate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: dimethyl (1R,2R,3S,4S,5S,6S)-1,2-bis(2-methyl-1-phenylprop-1-enyl)tricyclo[3.1.0.02,4]hexane-3,6-dicarboxylate
• 化学式: C₃₀H₃₂O₄
• 分子量: 456.582
• InChiKey: GWKZYZYAZCWBHP-CSLQAXEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-methyl-3-phenylpent-1-yn-3-ol 在 dirhodium tetraacetate 、 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 20.0~250.0 ℃ 、2.0 kPa 条件下， 反应 10.0h， 生成 dimethyl (1R,2R,3S,4S,5S,6S)-1,2-bis(2-methyl-1-phenylprop-1-enyl)tricyclo[3.1.0.02,4]hexane-3,6-dicarboxylate
  参考文献：
  名称：

  Regioselective Rh2(OAc)4-promoted reactions of methyl diazoacetate with terminal triple bond enynes

  摘要：

  The selective Rh-2(OAc)(4)-promoted methoxycarbonylmethylenation of a triple bond in enynes, with a terminal triple bond. by methyl diazoacetate is established, and the main factors, affecting the regioselectivity of the process, are elucidated. The easy in situ [2 + 2]-dimerization of methyl 1-alkenylcyclopropene-3-carboxylates in dimethyl trans-1,2-dialkenyltricyclo[3.1.0.0(2,4)] hexane 3,6-dicarboxylates 2 is found, and their thermal rearrangement into dimethyl trans-1.2-dialkenylcyclohexa-1 ,4-diene-3,6-dicarboxylates 7 is also described.

  DOI：

  10.1039/p29940000709

文献信息

• Regioselective Rh2(OAc)4-promoted reactions of methyl diazoacetate with terminal triple bond enynes
  作者：Evgeny A. Shapiro、Alexey V. Kalinin、Bogdan I. Ugrak、Oleg M. Nefedov

  DOI：10.1039/p29940000709

  日期：——

  The selective Rh-2(OAc)(4)-promoted methoxycarbonylmethylenation of a triple bond in enynes, with a terminal triple bond. by methyl diazoacetate is established, and the main factors, affecting the regioselectivity of the process, are elucidated. The easy in situ [2 + 2]-dimerization of methyl 1-alkenylcyclopropene-3-carboxylates in dimethyl trans-1,2-dialkenyltricyclo[3.1.0.0(2,4)] hexane 3,6-dicarboxylates 2 is found, and their thermal rearrangement into dimethyl trans-1.2-dialkenylcyclohexa-1 ,4-diene-3,6-dicarboxylates 7 is also described.