dilithiated acetic acid | 69366-39-8

• 英文名称: dilithiated acetic acid
• 英文别名: lithium enediolate of acetic acid
• CAS: 69366-39-8
• 化学式: C₂H₂Li₂O₂
• 分子量: 71.9187
• InChiKey: ZIYQDQXSHCIJBX-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -4.82
• 重原子数：
  5.0
• 可旋转键数：
  0.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.12
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1E)-1-phenylpent-1-en-3-one 、 dilithiated acetic acid 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 3-Ethyl-3-hydroxy-5-phenyl-(E)-4-pentensaeure
  参考文献：
  名称：

  Mulzer, Johann; Bruentrup, Gisela; Hartz, Georg, Chemische Berichte, 1981, vol. 114, # 11, p. 3701 - 3724

  摘要：

  DOI：
• 作为产物：
  描述：

  溶剂黄146 、 lithium diisopropyl amide 以 四氢呋喃 为溶剂， 生成 dilithiated acetic acid
  参考文献：
  名称：

  An electrochemical characterization of dianions: dilithiated carboxylic acids

  摘要：

  DOI：

  10.1021/ja00225a021

文献信息

• Dienediolates of unsaturated carboxylic acids in synthesis. Synthesis of cyclohexenones and polycyclic ketones by tandem Michael-Dieckmann decarboxylative annulation of unsaturated carboxylic acids.
  作者：María J. Aurell、Pablo Gaviña、Ramon Mestres

  DOI：10.1016/s0040-4020(01)86973-8

  日期：1994.2

  Substituted 2-cyclohexenones 4 to 7 and hexaxydronaphthalenones and hexahydroindenones 13 to 18 are prepared by tandem Michael-Dieckmann addition of lithium dienediolates of acyclic and alicyclic unsaturated carboxylic acids to the lithium salts of the same or other unsaturated carboxylic acids.

  通过将无环和脂环式不饱和羧酸的二烯二醇锂串联加入相同或其他不饱和羧酸的锂盐中来制备取代的2-环己烯酮4至7和六氢萘二烯酮和六氢茚并酮13至18。
• Morphotropy in alkaline uranyl methacrylate complexes
  作者：Vladislav V. Klepov、Larisa B. Serezhkina、Mikhail S. Grigoriev、Nikita A. Shimin、Sergey Yu. Stefanovich、Victor N. Serezhkin

  DOI：10.1016/j.poly.2017.04.041

  日期：2017.9

  Abstract Five uranyl methacrylate complexes with monovalent cations have been synthesized via isothermal room temperature evaporation. The crystal structures of these compounds, [Li(H2O)2][UO2(macr)3]·2Hmacr (1, macr denotes the methacrylate anion CH2 C(CH3)COO−), Na[UO2(macr)3]·H2O (2), Rb[UO2(macr)3] (3), Tl[UO2(macr)3] (4) and Cs[UO2(macr)3] (5), were determined by single crystal X-ray diffraction

  摘要通过等温常温蒸发合成了五种具有一价阳离子的甲基丙烯酸铀酯配合物。这些化合物的晶体结构[Li（H2O）2] [UO2（macr）3]·2Hmacr（1，macr表示甲基丙烯酸阴离子CH2 C（CH3）COO-），Na [UO2（macr）3]· （2）通过单晶X射线衍射测定Rb [UO 2（macr）3]（3），Tl [UO 2（macr）3]（4）和Cs [UO 2（macr）3]（5）。在1-5中，主要含铀基的结构单元是[UO2（macr）3]-络合物。一价阳离子的大小和性质的变化强烈影响化合物的组成和结构。在1中观察到先前在[R（ ）6] [UO2（ C（ CCOO）3] 2·8 （R = Mg或Zn）的晶体结构中报告的甲基丙烯酸酯阴离子之间的π相互作用还有2个 并可能发挥重要的结构指导作用。3、4和5的晶体缺少反演中心，应该表现出非线性光学（NLO）特性以及先前报道的NH4
• 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; Bruentrup, Gisela; Kuehl, Uwe, Chemische Berichte, 1982, vol. 115, # 11, p. 3453 - 3469
  作者：Mulzer, Johann、Bruentrup, Gisela、Kuehl, Uwe、Hartz, Georg

  DOI：——

  日期：——
• A Modular Enantioselective Approach to Construction of the Macrolactone Core of Polycavernoside A
  作者：Leo A. Paquette、Dmitri Pissarnitski、Louis Barriault

  DOI：10.1021/jo981083t

  日期：1998.10.1

  A program directed toward a total synthesis of polycavernoside A is described. The synthesis of five building blocks is detailed. The first of two electrophilic units, the lactone 3, was prepared in four steps from the known enantiomerically pure oxirane 15. Pyranyl aldehyde 5 was elaborated in turn from L-malic acid via 10. While the route to 30 involved 3 as a starting material, dithiane 2 was obtained in a straightforward manner from 10 as well. The merging of the chiral sectors could not be accomplished by way of the lithiated dithianyl anions, presumably as a consequence of their heightened basicity. The strategic incorporation of the trienyl sector was accomplished, although no attempt was made to control the diastereoselectivity of the process.