(R)-3-phenyl-hexanol-(6) | 67700-23-6

• 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: (R)-3-phenyl-hexanol-(6)
• 英文别名: (4R)-4-phenylhexan-1-ol
• CAS: 67700-23-6
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: WKILGAQNGFPTRO-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  5
• 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：

  (1S,6aS,9R,10aR,11aS)-6,6,9-trimethyl-1-(2-phenylethenyl)octahydro-6H-[1,4]oxazino[3,4-b][1,3]benzoxazin-3(4H)-one 在 sodium tetrahydroborate 、 copper(I) bromide dimethylsulfide complex 、 二甲基硫 、 palladium on carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 乙酸乙酯 为溶剂， 反应 0.25h， 生成 (R)-3-phenyl-hexanol-(6)
  参考文献：
  名称：

  A Stereoselective Approach to γ-Functionalized Carbonyls Exploiting the Cu-Promoted S_N2′ Reaction

  摘要：

  While several efficient processes exist to effect the stereoselective creation of carbon-carbon bonds in the alpha- and beta-position of carbonyls, functionalization of the gamma-position is much more challenging. We disclose an alternative methodology exploiting the Cu-promoted S(N)2' reaction to achieve the addition of various nucleophiles upon the allylic lactones 5a-d which lead to the generation of the desired y-functionalized alpha,beta-unsaturated aldehydes 6 following in situ hydrolysis.

  DOI：

  10.1021/jo102213d

文献信息

• Levene; Marker, Journal of Biological Chemistry, 1935, vol. 110, p. 329,341
  作者：Levene、Marker

  DOI：——

  日期：——
• A Stereoselective Approach to γ-Functionalized Carbonyls Exploiting the Cu-Promoted S_N2′ Reaction
  作者：Eric Bond、Anne-Marie Beausoleil、Jennifer Howell、Alicia Wong、Joël Robichaud

  DOI：10.1021/jo102213d

  日期：2011.4.15

  While several efficient processes exist to effect the stereoselective creation of carbon-carbon bonds in the alpha- and beta-position of carbonyls, functionalization of the gamma-position is much more challenging. We disclose an alternative methodology exploiting the Cu-promoted S(N)2' reaction to achieve the addition of various nucleophiles upon the allylic lactones 5a-d which lead to the generation of the desired y-functionalized alpha,beta-unsaturated aldehydes 6 following in situ hydrolysis.