(E)-Undec-2-en-5-ynal | 854176-06-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-Undec-2-en-5-ynal
• CAS: 854176-06-0
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: WHUBNXNJMIWZLR-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-Undec-2-en-5-ynal 在 copper(l) iodide potassium carbonate 、 sodium iodide 作用下， 生成 methyl rac-10-hydroxyeicos-11(E)-ene-5,8,14-triynoate
  参考文献：
  名称：

  Enantiodivergent total synthesis of trioxilins B3 using Sharpless asymmetric olefin dihydroxylation

  摘要：

  The unknown 11, 12-threo-stereoisomers of B-type trioxilins, (10R, 11R, 12S)-TrXB3, its (10S)-epimer and their enantiomers were synthesized (as methyl esters) from a common racemic precursor, viz., methyl rac-10-hydroxyeicos-11 (E)-ene-5,8,14-triynoate, by Sharpless enantiodirected dihydroxylation of the double bond as the key step.

  DOI：

  10.1070/mc2004v014n06abeh002003
• 作为产物：
  描述：

  1-hydroxyundeca-2(E)-en-5-yne 在 重铬酸吡啶 作用下， 以83%的产率得到(E)-Undec-2-en-5-ynal
  参考文献：
  名称：

  Enantiodivergent total synthesis of trioxilins B3 using Sharpless asymmetric olefin dihydroxylation

  摘要：

  The unknown 11, 12-threo-stereoisomers of B-type trioxilins, (10R, 11R, 12S)-TrXB3, its (10S)-epimer and their enantiomers were synthesized (as methyl esters) from a common racemic precursor, viz., methyl rac-10-hydroxyeicos-11 (E)-ene-5,8,14-triynoate, by Sharpless enantiodirected dihydroxylation of the double bond as the key step.

  DOI：

  10.1070/mc2004v014n06abeh002003

文献信息

• Enantiodivergent total synthesis of trioxilins B3 using Sharpless asymmetric olefin dihydroxylation
  作者：Margarita A. Lapitskaya、Ljudmila L. Vasiljeva、Peter M. Demin、Kasimir K. Pivnitsky

  DOI：10.1070/mc2004v014n06abeh002003

  日期：2004.1

  The unknown 11, 12-threo-stereoisomers of B-type trioxilins, (10R, 11R, 12S)-TrXB3, its (10S)-epimer and their enantiomers were synthesized (as methyl esters) from a common racemic precursor, viz., methyl rac-10-hydroxyeicos-11 (E)-ene-5,8,14-triynoate, by Sharpless enantiodirected dihydroxylation of the double bond as the key step.