| 1092696-39-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 1092696-39-3
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: YAEAIXQRVLTRNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  在 lithium diisopropyl amide 、 N-氟代双苯磺酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.67h， 以55%的产率得到5-cyclopentyl-2-fluoro-2-methylpent-3-ynoic acid ethyl ester
  参考文献：
  名称：

  Highly Regioselective Fluorination and Iodination of Alkynyl Enolates

  摘要：

  A simple yet efficient approach to various functionalized quaternary alpha-alkynyl alpha-fluoro esters and gamma-iodoallenoates from readily available allenoates through an alkynyl enolate intermediate generated by LDA is presented. Reaction of this alkynyl enolate with NFSI gives the alpha-product (alpha-alkynyl-alpha-fluoro ester), whereas the reaction of the silyl ether of alkynyl enolate with I-2 gives solely the gamma-product (iodoallenoate).

  DOI：

  10.1021/ol802451e
• 作为产物：
  描述：

  3-环戊基丙酰氯 、 乙氧甲酰基亚乙基三苯基 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  Highly Regioselective Fluorination and Iodination of Alkynyl Enolates

  摘要：

  A simple yet efficient approach to various functionalized quaternary alpha-alkynyl alpha-fluoro esters and gamma-iodoallenoates from readily available allenoates through an alkynyl enolate intermediate generated by LDA is presented. Reaction of this alkynyl enolate with NFSI gives the alpha-product (alpha-alkynyl-alpha-fluoro ester), whereas the reaction of the silyl ether of alkynyl enolate with I-2 gives solely the gamma-product (iodoallenoate).

  DOI：

  10.1021/ol802451e

文献信息

• Highly Efficient and Tunable Synthesis of Dioxabicyclo[4.2.1] Ketals and Tetrahydropyrans via Gold-Catalyzed Cycloisomerization of 2-Alkynyl-1,5-diols
  作者：Le-Ping Liu、Gerald B. Hammond

  DOI：10.1021/ol902215n

  日期：2009.11.5

  A highly efficient gold(I) chloride catalyzed cycloisomerization of 2-alkynyl-1,5-diol (1) to dioxabicyclo[4.2.1] ketal (2) and its further transformation to tetrahydropyran (3) are reported. The diol is readily obtained by the reduction of 2-alkynyl-substituted glutarates, isolated from the Michael addition of allenoates to methyl acrylate. These reactions proceeded smoothly under very mild conditions

  报道了一种高效的金（I）氯化金催化的2-炔基-1,5-二醇（1）向二氧杂双环[4.2.1]缩酮（2）的环异构化及其进一步转化为四氢吡喃（3）。二醇可通过还原2-炔基取代的戊二酸酯而容易地获得，所述2-炔基取代的戊二酸酯是从烯丙酸酯的迈克尔加成到丙烯酸甲酯中分离的。这些反应在非常温和的条件下顺利进行。提出了从相应的缩酮形成所述四氢吡喃的合理机理。