(5R*,6R*)-5-Ethenyl-5-propyldodecan-6-ol

• 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: (5R*,6R*)-5-Ethenyl-5-propyldodecan-6-ol
• 英文别名: (5R,6R)-5-ethenyl-5-propyldodecan-6-ol
• 化学式: C₁₇H₃₄O
• 分子量: 254.456
• InChiKey: DIQMLCSEARCGSF-IAGOWNOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  18
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  (Z)-1-Iodo-2-propyl-1-hexene 在 chromium dichloride 、 lithium iodide 作用下， 以 various solvent(s) 为溶剂， 生成 (5R*,6R*)-5-Ethenyl-5-propyldodecan-6-ol
  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.
• 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.