monolithium mono(1-oxido-1-oxopropan-2-ide) | 66730-60-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: monolithium mono(1-oxido-1-oxopropan-2-ide)
• CAS: 66730-60-7
• 化学式: C₃H₄O₂*2Li
• 分子量: 85.9456
• InChiKey: QDFUELINVUZHQF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.04
• 重原子数：
  6.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.13
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-庚酮 、 monolithium mono(1-oxido-1-oxopropan-2-ide) 以 四氢呋喃 为溶剂， 以84%的产率得到(2S,3S)-3-Hydroxy-2,3-dimethyl-octanoic acid
  参考文献：
  名称：

  通过E 1型电离/消除β-内酯合成环状和无环βγ-不饱和car☐水杨酸

  摘要：

  DOI：

  10.1016/s0040-4020(01)82011-1

文献信息

• Reactions of β-lactones with Lewis acids: Ring enlargement versus β-elimination
  作者：Johann Mulzer、Andreas Pointner、Rupert Straßer、Karsten Hoyer、Ulrich Nagel

  DOI：10.1016/0040-4039(95)00610-o

  日期：1995.5

  On treatment with MgBr2 the β-spirolactones 7 and 10 undergo ring enlargement to the γ-lactones 8 and 11, whereas the β-spirolactones 13 show diastereoselective β-elimination to form the β,γ-unsaturated acids 14. The Lewis acid influence on the migratory aptitude of Me versus H is studied for β-lactone 18.

  用MgBr 2处理后，β-螺内酯7和10发生环扩大，形成γ-内酯8和11，而β-螺内酯13表现出非对映选择性β-消除，形成β，γ-不饱和酸14。对于β-内酯18，研究了路易斯酸对Me与H的迁移能力的影响。
• Radical-mediated ring enlargement of cyclobutenones: new synthetic potential of squaric acid.
  作者：Yoshihiko Yamamoto、Masatomi Ohno、Shoji Eguchi

  DOI：10.1021/ja00143a006

  日期：1995.9

  4-Hydroxy-2-cyclobutenones, which are readily obtainable from diethyl squarate, reacted with lead tetraacetate to give 5-acetoxy-2(5H)-furanones and 5-alkylidene-2(5H)-furanones via oxy-radical-triggered ring opening (beta-scission) and subsequent 5-endo reclosure. This method was extended to saturated four-membered alpha-ketol and applied to the synthesis of a natural product (Z-isomer of multicolanate). A carbon-centered radical-triggered reaction was also performed in which photolysis of a mixed anhydride of thiohydroxamic acid and (4-oxo-2-cyclobutenyl)acetic acid afforded a 4-cyclopentene-1,3-dione rather than the furanone as a rearranged product. The similarity of these rearrangements is discussed using a PM3 calculation in terms of pentadienoyl radical to cyclopentenone radical cyclization and its oxa version.
• Mulzer, Johann; Lammer, Ortrud, Chemische Berichte, 1986, vol. 119, # 7, p. 2178 - 2190
  作者：Mulzer, Johann、Lammer, Ortrud

  DOI：——

  日期：——
• Mulzer, Johann; Bruentrup, Gisela; Hartz, Georg, Chemische Berichte, 1981, vol. 114, # 11, p. 3701 - 3724
  作者：Mulzer, Johann、Bruentrup, Gisela、Hartz, Georg、Kuehl, Uwe、Blaschek, Ursula、Boehrer, Gerald

  DOI：——

  日期：——
• The reaction of dilithium carboxylates with acyclic α.β -En- ones- a continuous transition from 1.2- to 1.4-addition.
  作者：Johann Mulzer、Georg Hartz、Uwe Kühl、Gisela Brüntrup

  DOI：10.1016/s0040-4039(01)94908-1

  日期：1978.1