(S)-p-tolyl(2-(trimethylsilyl)phenyl)methanol | 1062153-65-4

• 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)-p-tolyl(2-(trimethylsilyl)phenyl)methanol
• 英文别名: (S)-(4-methylphenyl)-(2-trimethylsilylphenyl)methanol
• CAS: 1062153-65-4
• 化学式: C₁₇H₂₂OSi
• 分子量: 270.447
• InChiKey: DCZPFWUXCRYFCS-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  (S)-p-tolyl(2-(trimethylsilyl)phenyl)methanol 在 cesium fluoride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以88%的产率得到(R)-(4-Methylphenyl)phenylmethanol
  参考文献：
  名称：

  Et-duphos-nickel-catalyzed asymmetric arylation of benzaldehyde derivatives bearing an ortho-Me2PhSi group with potassium aryltriolborates

  摘要：

  The Ni-catalyzed asymmetric arylation of benzaldehydes bearing an ortho-masked H group with potassium aryltriolborates has been developed. The keys to success were (i) steric tuning of benzaldehyde derivatives with an ortho-Me2PhSi group, and (ii) the use of potassium aryltriolborates as aryl sources. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.019
• 作为产物：
  描述：

  、 2-trimethylsilylbenzaldehyde 在 bis(1,5-cyclooctadiene)nickel (0) 、 (-)-1,2-双((2R,5R)-2,5-二乙磷酰亚基)苯 作用下， 以 乙醇 、 水 为溶剂， 反应 20.0h， 以32%的产率得到(S)-p-tolyl(2-(trimethylsilyl)phenyl)methanol
  参考文献：
  名称：

  Et-duphos-nickel-catalyzed asymmetric arylation of benzaldehyde derivatives bearing an ortho-Me2PhSi group with potassium aryltriolborates

  摘要：

  The Ni-catalyzed asymmetric arylation of benzaldehydes bearing an ortho-masked H group with potassium aryltriolborates has been developed. The keys to success were (i) steric tuning of benzaldehyde derivatives with an ortho-Me2PhSi group, and (ii) the use of potassium aryltriolborates as aryl sources. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.019

文献信息

• Nonracemic Diarylmethanols From CuH-Catalyzed Hydrosilylation of Diaryl Ketones
  作者：Ching-Tien Lee、Bruce H. Lipshutz

  DOI：10.1021/ol801590j

  日期：2008.10.2

  An efficient method for the synthesis of nonracemic diarylmethanols has been developed. The use of (R)-(-)-(DTBM-SEGPHOS)CuH effects highly enantioselective 1,2-hydrosilylation of prochiral diaryl ketones.
• Et-duphos-nickel-catalyzed asymmetric arylation of benzaldehyde derivatives bearing an ortho-Me2PhSi group with potassium aryltriolborates
  作者：Fumie Sakurai、Kazuhiro Kondo、Toyohiko Aoyama

  DOI：10.1016/j.tetlet.2009.08.019

  日期：2009.11

  The Ni-catalyzed asymmetric arylation of benzaldehydes bearing an ortho-masked H group with potassium aryltriolborates has been developed. The keys to success were (i) steric tuning of benzaldehyde derivatives with an ortho-Me2PhSi group, and (ii) the use of potassium aryltriolborates as aryl sources. (C) 2009 Elsevier Ltd. All rights reserved.