(S)-cyclohexa-2,5-dien-1-yl-(4-fluorophenyl)methanol | 1013121-04-4

• 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: (S)-cyclohexa-2,5-dien-1-yl-(4-fluorophenyl)methanol
• CAS: 1013121-04-4
• 化学式: C₁₃H₁₃FO
• 分子量: 204.244
• InChiKey: IOARHLBSTPZEGZ-ZDUSSCGKSA-N

物化性质

• 沸点：
  319.7±37.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-cyclohexa-2,5-dien-1-yl-(4-fluorophenyl)methanol 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 以79%的产率得到(S)-(+)-(4-fluorophenyl)phenylmethanol
  参考文献：
  名称：

  Ag-Catalyzed Stereoselective Cyclohexadienyl Transfer:  A Novel Entry into Arylphenylmethanols

  摘要：

  The letter describes a novel concept for the synthesis of biologically important arylphenylmethanols. Stereoselective cyclohexadienyl transfer from 1,4-cyclohexadienyltributyltin to various aromatic aldehydes using AgOTf/BINAP as a catalyst precursor provides 1,4-cyclohexadienylphenylmethanols that are readily oxidized to the corresponding arylphenylmethanols. Fifteen examples are presented.

  DOI：

  10.1021/ol703080a
• 作为产物：
  描述：

  2,5-cyclohexadienyl(tributyl)stannane 、 对氟苯甲醛 在 silver trifluoromethanesulfonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 40.0h， 以99%的产率得到(S)-cyclohexa-2,5-dien-1-yl-(4-fluorophenyl)methanol
  参考文献：
  名称：

  Ag-Catalyzed Stereoselective Cyclohexadienyl Transfer:  A Novel Entry into Arylphenylmethanols

  摘要：

  The letter describes a novel concept for the synthesis of biologically important arylphenylmethanols. Stereoselective cyclohexadienyl transfer from 1,4-cyclohexadienyltributyltin to various aromatic aldehydes using AgOTf/BINAP as a catalyst precursor provides 1,4-cyclohexadienylphenylmethanols that are readily oxidized to the corresponding arylphenylmethanols. Fifteen examples are presented.

  DOI：

  10.1021/ol703080a

文献信息

• Ag-Catalyzed Stereoselective Cyclohexadienyl Transfer:  A Novel Entry into Arylphenylmethanols
  作者：Rui Umeda、Armido Studer

  DOI：10.1021/ol703080a

  日期：2008.3.1

  The letter describes a novel concept for the synthesis of biologically important arylphenylmethanols. Stereoselective cyclohexadienyl transfer from 1,4-cyclohexadienyltributyltin to various aromatic aldehydes using AgOTf/BINAP as a catalyst precursor provides 1,4-cyclohexadienylphenylmethanols that are readily oxidized to the corresponding arylphenylmethanols. Fifteen examples are presented.