(1R*,2R*)-2-(1(R*)-1-Phenylethyl)cyclopropylmethanol

• 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: (1R*,2R*)-2-(1(R*)-1-Phenylethyl)cyclopropylmethanol
• 英文别名: (1R*,2S*)-2-(1(R*)-1-Phenylethyl)cyclopropylmethanol；[(1S,2S)-2-[(1S)-1-phenylethyl]cyclopropyl]methanol
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: JSKYTPJTMAQWKY-JLLWLGSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1R*,2R*)-2-(1(R*)-1-Phenylethyl)cyclopropylmethanol 在 mercury(II) trifluoroacetate 、 sodium chloride 、 lithium aluminium tetrahydride 作用下， 以 二氯甲烷 、 四氢呋喃 为溶剂， 以65%的产率得到2,4-dimethyl-3-phenyltetrahydrofuran
  参考文献：
  名称：

  Stereoselective oxymercuration of cyclopropylcarbinols with anchimeric assistance by aromatic groups

  摘要：

  Cyclopropylcarbinols bearing an adjacent stereocenter substituted by a phenyl group undergo anchimerically assisted mercurations, leading after reductive demercuration to oxygenated heterocycles or acyclic alcohols depending on the relative configurations. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00069-2
• 作为产物：
  描述：

  4-Phenylpent-2-yn-1-ol 在 copper(I) bromide Sm(Hg) 、 1,2-二溴乙烷 、 lithium bromide 、 锌 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 生成 (1R*,2R*)-2-(1(R*)-1-Phenylethyl)cyclopropylmethanol
  参考文献：
  名称：

  Stereoselective oxymercuration of cyclopropylcarbinols with anchimeric assistance by aromatic groups

  摘要：

  Cyclopropylcarbinols bearing an adjacent stereocenter substituted by a phenyl group undergo anchimerically assisted mercurations, leading after reductive demercuration to oxygenated heterocycles or acyclic alcohols depending on the relative configurations. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00069-2

文献信息

• Directing Effect of a Neighboring Aromatic Group in the Cyclopropanation of Allylic Alcohols
  作者：Janine Cossy、Nicolas Blanchard、Christophe Meyer

  DOI：10.1021/jo9806815

  日期：1998.8.1
• Stereoselective Synthesis of Cyclopropanes Bearing Adjacent Stereocenters
  作者：Janine Cossy

  DOI：10.1055/s-1999-3507

  日期：1999.6
• Stereoselective oxymercuration of cyclopropylcarbinols with anchimeric assistance by aromatic groups
  作者：Janine Cossy、Nicolas Blanchard、Christophe Meyer

  DOI：10.1016/s0040-4039(02)00069-2

  日期：2002.3

  Cyclopropylcarbinols bearing an adjacent stereocenter substituted by a phenyl group undergo anchimerically assisted mercurations, leading after reductive demercuration to oxygenated heterocycles or acyclic alcohols depending on the relative configurations. (C) 2002 Elsevier Science Ltd. All rights reserved.