ethyl 3,4-dihydro-2-hydroxy-4-methylnaphtalene-1-carboxylate | 1349699-34-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 3,4-dihydro-2-hydroxy-4-methylnaphtalene-1-carboxylate
• 英文别名: ethyl (4S)-2-hydroxy-4-methyl-3,4-dihydronaphthalene-1-carboxylate
• CAS: 1349699-34-8
• 化学式: C₁₄H₁₆O₃
• 分子量: 232.279
• InChiKey: LNYIHTKIHSNYKP-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S)-ethyl 2-diazo-3-oxo-5-fenyl hexanoate 在 [Rh2(O2CCPh3)4] 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以58%的产率得到ethyl 3,4-dihydro-2-hydroxy-4-methylnaphtalene-1-carboxylate
  参考文献：
  名称：

  Chemoselective Aromatic C–H Insertion of α-Diazo-β-ketoesters Catalyzed by Dirhodium(II) Carboxylates

  摘要：

  The ability of alpha-diazo-beta-ketoesters bearing a substituent on the benzylic position to undergo aromatic C-H insertion is described. Good to excellent yields of the aromatic C-H insertion products were observed with Rh-2(tpa)(4) or Rh-2(esp)(2) catalysts. This is an attractive strategy to prepare tetralins carrying a methyl group on the benzylic position, a structural motif found in several types of natural products.

  DOI：

  10.1021/ol202968z

文献信息

• Chemoselective Aromatic C–H Insertion of α-Diazo-β-ketoesters Catalyzed by Dirhodium(II) Carboxylates
  作者：Esdrey Rodriguez-Cárdenas、Rocío Sabala、Moisés Romero-Ortega、Aurelio Ortiz、Horacio F. Olivo

  DOI：10.1021/ol202968z

  日期：2012.1.6

  The ability of alpha-diazo-beta-ketoesters bearing a substituent on the benzylic position to undergo aromatic C-H insertion is described. Good to excellent yields of the aromatic C-H insertion products were observed with Rh-2(tpa)(4) or Rh-2(esp)(2) catalysts. This is an attractive strategy to prepare tetralins carrying a methyl group on the benzylic position, a structural motif found in several types of natural products.