(1S*,2R*)-2-Ethenyl-2-methyl-1-phenyl-1-hexanol | 129063-94-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (1S*,2R*)-2-Ethenyl-2-methyl-1-phenyl-1-hexanol
• 英文别名: (1S*,2R*)-2-Ethenyl-2-methyl-1-phenylhexan-1-ol；(1R,2S)-2-ethenyl-2-methyl-1-phenylhexan-1-ol
• CAS: 129063-94-1
• 化学式: C₁₅H₂₂O
• 分子量: 218.339
• InChiKey: VUDVXUJEYTZFKX-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  (1S*,2R*)-2-Ethenyl-2-methyl-1-phenyl-1-hexanol 在 sodium hydroxide 、 9-borabicyclo[3.3.1]nonane dimer 、 双氧水 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 生成
  参考文献：
  名称：

  A stereoselective synthesis of 3,3-disubstituted allylborane derivatives using haloboration reaction and their application for the diastereospecific synthesis of homoallylic alcohols having quaternary carbon

  摘要：

  3,3-Disubstituted allylborane derivatives (1c) can be prepared stereoselectively from the haloboration adducts of 1-alkynes and they afford homoallylic alcohols having quaternary carbon (2c) diastereospecifically by the reaction with aldehydes.

  DOI：

  10.1016/s0040-4039(00)61601-5
• 作为产物：
  描述：

  苯甲醛 、 Diethyl 3-methylhept-2(Z)-enyl phosphate 在 chromium dichloride 、 lithium iodide 作用下， 以 various solvent(s) 为溶剂， 以95%的产率得到(1S*,2R*)-2-Ethenyl-2-methyl-1-phenyl-1-hexanol
  参考文献：
  名称：

  Stereodivergent additions of allylic chromium(III) reagents to aldehydes

  摘要：

  In contrast to gamma-monosubstituted allylic chromium reagents, gamma-disubstituted allylic chromium(III) organometallics undergo highly stereoselective stereodivergent additions to aldehydes.

  DOI：

  10.1021/jo00050a005

文献信息

• Chromium(II)-Mediated Stereodivergent Additions of Allylic Phosphates and Halides to Aldehydes
  作者：Stefan Nowotny、Charles E. Tucker、Carole Jubert、Paul Knochel

  DOI：10.1021/jo00114a026

  日期：1995.5

  The addition of gamma-disubstituted allylchromium(III) reagents to aldehydes proceeds in a stereodivergent manner, in contrast to the case of gamma-monosubstituted allylchromium(III) species. The method allows the preparation of a variety of homoallylic alcohols bearing a quaternary center of defined relative configuration in the alpha-position. The preparation of both stereomeric homoallylic alcohols 13 is possible by using either of the two (E)- or (Z)-allylic precursors. The reaction has been extended to a gamma-monosubstituted beta-(trimethylsilyl)allylic system. The intermediate allylic chromium(III) reagents can be conveniently prepared from the corresponding phosphates (or chlorides) in DMPU or THF in the presence of catalytic amounts of LiI.
• Hoffmann, Reinhard W.; Schlapbach, Achim, Liebigs Annalen der Chemie, 1990, # 12, p. 1243 - 1248
  作者：Hoffmann, Reinhard W.、Schlapbach, Achim

  DOI：——

  日期：——
• Stereodivergent additions of allylic chromium(III) reagents to aldehydes
  作者：Carole Jubert、Stefan Nowotny、Dirk Kornemann、Iris Antes、Charles E. Tucker、Paul Knochel

  DOI：10.1021/jo00050a005

  日期：1992.11

  In contrast to gamma-monosubstituted allylic chromium reagents, gamma-disubstituted allylic chromium(III) organometallics undergo highly stereoselective stereodivergent additions to aldehydes.
• A stereoselective synthesis of 3,3-disubstituted allylborane derivatives using haloboration reaction and their application for the diastereospecific synthesis of homoallylic alcohols having quaternary carbon
  作者：Michihiko Sato、Yasunori Yamamoto、Shoji Hara、Akira Suzuki

  DOI：10.1016/s0040-4039(00)61601-5

  日期：1993.10

  3,3-Disubstituted allylborane derivatives (1c) can be prepared stereoselectively from the haloboration adducts of 1-alkynes and they afford homoallylic alcohols having quaternary carbon (2c) diastereospecifically by the reaction with aldehydes.