2-benzyl-3-(4-methoxyphenyl)propan-1-ol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-benzyl-3-(4-methoxyphenyl)propan-1-ol
• 英文别名: (2R)-2-benzyl-3-(4-methoxyphenyl)propan-1-ol
• 化学式: C₁₇H₂₀O₂
• 分子量: 256.345
• InChiKey: BGNDJHLQMAJEKS-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-benzyl-3-(4-methoxyphenyl)propan-1-ol 在 重铬酸吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Asymmetric synthesis of α-chiral dihydrocinnamates by catalytic reductive aldol coupling and subsequent dehydroxylation

  摘要：

  Optically active dihydrocinnamate derivatives bearing the chiral carbon center at a-position were synthesized by Rh(Phebox)-catalyzed asymmetric reductive aldol coupling reaction with substituted cinnamates and benzaldehyde derivatives and subsequent dehydroxylation reaction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.10.055
• 作为产物：
  描述：

  propan-2-yl (2R)-2-benzyl-3-(4-methoxyphenyl)propanoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 2-benzyl-3-(4-methoxyphenyl)propan-1-ol
  参考文献：
  名称：

  Asymmetric synthesis of α-chiral dihydrocinnamates by catalytic reductive aldol coupling and subsequent dehydroxylation

  摘要：

  Optically active dihydrocinnamate derivatives bearing the chiral carbon center at a-position were synthesized by Rh(Phebox)-catalyzed asymmetric reductive aldol coupling reaction with substituted cinnamates and benzaldehyde derivatives and subsequent dehydroxylation reaction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.10.055

文献信息

• Enantioselective Preparation of Arenes with β‐Stereogenic Centers: Confronting the 1,1‐Disubstituted Olefin Problem Using CuH/Pd Cooperative Catalysis
  作者：Zhaohong Lu、Stephen L. Buchwald

  DOI：10.1002/anie.202004414

  日期：2020.9.7

  Arenes with β‐stereogenic centers are important substructures in pharmaceuticals and natural products. We have developed an asymmetric anti‐Markovnikov hydroarylation of 1,1‐disubstituted olefins by dual palladium and copper hydride catalysis as a convenient and general approach to access these substructures. This efficient one‐step process addresses several limitations of the traditional stepwise

  具有 β-立体中心的芳烃是药物和天然产物中的重要子结构。我们已经开发了一种通过钯和铜氢化物双催化的 1,1-二取代烯烃的不对称反马尔科夫尼科夫加氢芳基化反应，作为获得这些亚结构的一种方便和通用的方法。这种高效的一步法解决了传统逐步方法的几个局限性。在铜和钯催化过程中使用苯甲酸铯作为碱和常见的膦配体是重要的发现，可以有效地转化这些具有挑战性的烯烃底物。各种芳基溴偶联配偶体，包括许多杂环，与 1,1-二取代烯烃偶联生成具有 β-立体中心的芳烃。
• Asymmetric synthesis of α-chiral dihydrocinnamates by catalytic reductive aldol coupling and subsequent dehydroxylation
  作者：Toru Hashimoto、Takushi Shiomi、Jun-ichi Ito、Hisao Nishiyama

  DOI：10.1016/j.tet.2007.10.055

  日期：2007.12

  Optically active dihydrocinnamate derivatives bearing the chiral carbon center at a-position were synthesized by Rh(Phebox)-catalyzed asymmetric reductive aldol coupling reaction with substituted cinnamates and benzaldehyde derivatives and subsequent dehydroxylation reaction. (c) 2007 Elsevier Ltd. All rights reserved.