(R)-3-Phenylhexane | 78019-43-9

• 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: (R)-3-Phenylhexane
• 英文别名: [(3R)-hexan-3-yl]benzene
• CAS: 78019-43-9
• 化学式: C₁₂H₁₈
• 分子量: 162.275
• InChiKey: SLVCCWGFGQVDMN-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  12
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  (R)-(E)-4-Phenyl-2-hexene 在 二异丁基氢化铝 作用下， 以 正庚烷 为溶剂， 反应 192.0h， 生成 (R)-3-Phenylhexane
  参考文献：
  名称：

  Metal catalysis in organic reactions. 12. Asymmetric induction phenomena in the isomerization of racemic 1-alkenes by chiral aluminum solvate-nickel systems

  摘要：

  DOI：

  10.1021/jo00331a025

文献信息

• Regio-, stereo-, and enantioselectivity in the electrophilic reactions of 2-amino-4-phenyl-3-butenenitriles
  作者：Chih Jung Chang、Jim Min Fang、Li Fan Liao

  DOI：10.1021/jo00059a027

  日期：1993.3

  The allylic anion generated from 2-(N-methylanilino)-4-phenyl-3-butenenitrile (1) reacted with iodomethane and 3-bromo-1-chloropropane in THF/HMPA to give the gamma-substitution products exclusively, predominantly in the 2Z-configuration. Substitution of the N-methylanilino group with the methyl ether of L-(-)-ephedrine resulted in the generation of chiral aminonitrile 2. Lithiated 2 reacted sluggishly in THF with allyl bromide and benzyl chloride in the absence of HMPA to give the gamma-substitution products predominantly in the 2Z-configuration, with little diastereoselectivity. The aminonitrile 3 prepared from cinnamaldehyde, L-(-)-ephedrine, and KCN was lithiated with 2 equiv of LDA resulting in high facial selectivity (76-100% diastereomeric excess) in alkylations in the presence of HMPA and LiI. Lithiated 3 reacted with propionaldehyde, benzaldehyde, and p-bromobenzaldehyde at-78-degrees-C to give the gamma-addition products, predominantly in the 4R-configuration (64-78% de). The stereochemistry of the isomers of each product was determined by chemical correlation and spectral methods including analyses of the CD spectra and X-ray diffraction. A bicyclic transition state C wherein lithium is chelated by both amino and alkoxy groups is proposed to interpret the observed stereoselectivity.
• Levene; Marker, Journal of Biological Chemistry, 1931, vol. 93, p. 749,762
  作者：Levene、Marker

  DOI：——

  日期：——
• Studies in Stereochemistry. XVIII. The Preparation, Resolution and Assignment of Configuration to the 4-Phenyl-3-hexanol System¹
  作者：Donald J. Cram、Fathy Ahmed Abd Elhafez、Harold Weingartner

  DOI：10.1021/ja01106a002

  日期：1953.5
• Menicagli; Lardicci, Chemistry and industry, 1971, p. 1490
  作者：Menicagli、Lardicci

  DOI：——

  日期：——
• Metal catalysis in organic reactions. 12. Asymmetric induction phenomena in the isomerization of racemic 1-alkenes by chiral aluminum solvate-nickel systems
  作者：Giampaolo Giacomelli、Luigi Bertero、Luciano Lardicci、Rita Menicagli

  DOI：10.1021/jo00331a025

  日期：1981.8