(R)-3-cyclohexyl-3-phenylpropanoic acid | 327025-39-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (R)-3-cyclohexyl-3-phenylpropanoic acid
• 英文别名: (3R)-3-cyclohexyl-3-phenylpropanoic acid
• CAS: 327025-39-8
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: DRZUXVFABVDVGG-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-3-cyclohexyl-3-phenylpropanoic acid 在 三氟化硼四氢呋喃络合物 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (R)-3-cyclohexyl-3-phenylpropanal
  参考文献：
  名称：

  Unprecedented Effects of Achiral Oxazolidinones on Enantioselective Radical-Mediated Conjugate Additions Using a Chiral Zinc Triflate

  摘要：

  [GRAPHICS]A role of achiral oxazolidinones to enhance the enantioselectivity in reactions of N-cinnamoyloxazolidinones with alkyl radicals promoted by a chiral Lewis acid Is described. Efficient enantioselective radical-mediated conjugate additions of N-cinnamoyloxazolidinone can be realized by use of a chiral zinc triflate generated from a readily prepared chiral bisoxazoline and an achiral oxazolidinone. The NH moiety of achiral oxazolidinones is found to be necessary to enhance the enantioselectivity.

  DOI：

  10.1021/ol006927l
• 作为产物：
  描述：

  (R)-3-(3-cyclohexyl-3-phenylpropanoyl)-4,4-diphenyl-2-oxazolidinone 在 lithium hydroxide 、 双氧水 作用下， 以 四氢呋喃 、 水 为溶剂， 以93%的产率得到(R)-3-cyclohexyl-3-phenylpropanoic acid
  参考文献：
  名称：

  Unprecedented Effects of Achiral Oxazolidinones on Enantioselective Radical-Mediated Conjugate Additions Using a Chiral Zinc Triflate

  摘要：

  [GRAPHICS]A role of achiral oxazolidinones to enhance the enantioselectivity in reactions of N-cinnamoyloxazolidinones with alkyl radicals promoted by a chiral Lewis acid Is described. Efficient enantioselective radical-mediated conjugate additions of N-cinnamoyloxazolidinone can be realized by use of a chiral zinc triflate generated from a readily prepared chiral bisoxazoline and an achiral oxazolidinone. The NH moiety of achiral oxazolidinones is found to be necessary to enhance the enantioselectivity.

  DOI：

  10.1021/ol006927l

文献信息

• Unprecedented Effects of Achiral Oxazolidinones on Enantioselective Radical-Mediated Conjugate Additions Using a Chiral Zinc Triflate
  作者：Masatoshi Murakata、Hideyuki Tsutsui、Osamu Hoshino

  DOI：10.1021/ol006927l

  日期：2001.1.1

  [GRAPHICS]A role of achiral oxazolidinones to enhance the enantioselectivity in reactions of N-cinnamoyloxazolidinones with alkyl radicals promoted by a chiral Lewis acid Is described. Efficient enantioselective radical-mediated conjugate additions of N-cinnamoyloxazolidinone can be realized by use of a chiral zinc triflate generated from a readily prepared chiral bisoxazoline and an achiral oxazolidinone. The NH moiety of achiral oxazolidinones is found to be necessary to enhance the enantioselectivity.