(S)-3-phenyl-3-hexanol | 1036760-44-7

• 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)-3-phenyl-3-hexanol
• 英文别名: (S)-3-phenylhexan-3-ol；3-phenylhexan-3-ol；(3S)-3-phenylhexan-3-ol
• CAS: 1036760-44-7
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: DGPOGDBVEBWCBK-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• 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

• 作为产物：
  描述：

  3-phenylhexan-3-yl-4-nitrobenzoate 在 甲醇 、 sodium hydroxide 作用下， 反应 2.0h， 生成 (S)-3-phenyl-3-hexanol
  参考文献：
  名称：

  Study of syntheses and specific rotations of (S)-3-phenylhexan-3-ol and its derivatives

  摘要：

  Tertiary alcohols.. 3-phenylhexan-3-ol and 3-methylhexane-3-ol, and their derivatives were synthesized. The reaction conditions of the esterification of the tertiary alcohol with 2-NO(2)PhCO(2)Cl and 4-NO(2)PhCO(2)Cl were optimized. The absolute configuration of the derivative from (S)-3-phenylhexan-3-ol was identified by X-ray study and computational methods. Experimental results confirmed the computational specific rotation predictions by DFT-based and matrix methods. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.02.030

文献信息

• New ligands and structural insights into the catalytic asymmetric addition of organozinc reagents to ketones
  作者：Gabriela Huelgas、Lynne K. LaRochelle、Lucrecia Rivas、Yekaterina Luchinina、Rubén A. Toscano、Patrick J. Carroll、Patrick J. Walsh、Cecilia Anaya de Parrodi

  DOI：10.1016/j.tet.2011.04.022

  日期：2011.6

  considerable attention. Outlined herein is the synthesis of two new ligands based on the C2-symmetric 11,12-diamino-9,10-dihydro-9,10-ethanoanthracene. The scope of the new ligands has been evaluated in the catalytic asymmetric addition of diethylzinc to a variety of ketones. Enantioselectivities as high as 99% have been achieved. The structures of two of these ligands have been determined by X-ray crystallography

  烷基向酮的催化不对称加成反应已引起相当大的关注。本文概述了基于C 2对称的11,12-二氨基-9,10-二氢-9,10-乙基蒽的两个新配体的合成。在将二乙基锌催化不对称加成到各种酮中时，已经评估了新配体的范围。对映选择性高达99％。这些配体中的两个的结构已经通过X射线晶体学确定并且与相关结构进行了比较。另外，还报道了与双（磺酰胺）二醇配体结合的钛配合物的结构。
• Synthesis of W‐Phos Ligand and Its Application in the Copper‐Catalyzed Enantioselective Addition of Linear Grignard Reagents to Ketones
  作者：Wenjun Luo、Li‐Ming Zhang、Zhan‐Ming Zhang、Junliang Zhang

  DOI：10.1002/anie.202204443

  日期：2022.7.18

  A novel family of PNP ligands (W-Phos) was designed and applied in the copper-catalyzed asymmetric addition of linear Grignard reagents to ketones, allowing ready access to versatile chiral tertiary alcohols in high yields and with excellent enantioselectivities.

  设计了一个新的 PNP 配体 ( W-Phos )家族，并将其应用于铜催化的线性格氏试剂与酮的不对称加成，从而能够以高产率和优异的对映选择性轻松获得多功能手性叔醇。