(R)-2-(1,1-dimethyl-2-p-tolyl-ethyl)-2,3-dihydrobenzofuran | 647033-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: (R)-2-(1,1-dimethyl-2-p-tolyl-ethyl)-2,3-dihydrobenzofuran
• 英文别名: (S)-2-(1,1-dimethyl-2-p-tolylethyl)2,3-dihydrobenzofuran；(S)-2-(2-Methyl-1-(p-tolyl)propan-2-yl)-2,3-dihydrobenzofuran；(2S)-2-[2-methyl-1-(4-methylphenyl)propan-2-yl]-2,3-dihydro-1-benzofuran
• CAS: 647033-36-1
• 化学式: C₁₉H₂₂O
• 分子量: 266.383
• InChiKey: QNBMTCYUPNBFNR-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-溴氯苯 在 palladium diacetate 、 (bicyclo[2.2.1]hepta-2,5-diene)-(2,4-pentanedionato)-rhodium 、 双联邻苯二酚硼酸酯 、 caesium carbonate 、 1-(2-二苯基庚基1萘酚)硫酸甲基酯 、 2-(二叔丁基膦)联苯 作用下， 以 四氢呋喃 为溶剂， 反应 58.0h， 生成 (R)-2-(1,1-dimethyl-2-p-tolyl-ethyl)-2,3-dihydrobenzofuran
  参考文献：
  名称：

  Catalytic Asymmetric Carbohydroxylation of Alkenes by a Tandem Diboration/Suzuki Cross-Coupling/Oxidation Reaction

  摘要：

  Chiral nonsymmetric 1,2-diboron adducts are generated by catalytic enantioselective diboration. Oxidation of these adducts provides 1,2-diols in good yield. Alternatively, 1,2-diboron compounds may be reacted, in situ, with aryl halides wherein the less hindered C-B bond participates in cross-coupling. The remaining C-B bond is then oxidized in the reaction workup thereby allowing for net asymmetric carbohydroxylation of alkenes in a tandem one-pot diboration/Suzuki coupling/oxidation sequence.

  DOI：

  10.1021/ol036219a

文献信息

• [EN] CATALYZED ENANTIOSELECTIVE TRANSFORMATION OF ALKENES<br/>[FR] TRANSFORMATION ENANTIO-SELECTIVE CATALYSEE D'ALCENES
  申请人：UNIV NORTH CAROLINA

  公开号：WO2005012209A3

  公开（公告）日：2005-08-11
• Catalytic Asymmetric Carbohydroxylation of Alkenes by a Tandem Diboration/Suzuki Cross-Coupling/Oxidation Reaction
  作者：Steven P. Miller、Jeremy B. Morgan、Nepveux、James P. Morken

  DOI：10.1021/ol036219a

  日期：2004.1.1

  Chiral nonsymmetric 1,2-diboron adducts are generated by catalytic enantioselective diboration. Oxidation of these adducts provides 1,2-diols in good yield. Alternatively, 1,2-diboron compounds may be reacted, in situ, with aryl halides wherein the less hindered C-B bond participates in cross-coupling. The remaining C-B bond is then oxidized in the reaction workup thereby allowing for net asymmetric carbohydroxylation of alkenes in a tandem one-pot diboration/Suzuki coupling/oxidation sequence.