α-lithioacetophenone | 55905-98-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: α-lithioacetophenone
• 英文别名: ω-Lithium-acetophenon
• CAS: 55905-98-1
• 化学式: C₈H₇LiO
• 分子量: 126.084
• InChiKey: JUTAKXIBKMETSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.71
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  α-lithioacetophenone 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.0h， 生成 3,4-diethoxy-5-phenacylidene-2(5H)-furanone
  参考文献：
  名称：

  Oxidative Rearrangement of 4-Hydroxy-2-cyclobutenone. A New Route to Highly Substituted Furanones from Squaric Acid

  摘要：

  4-Hydroxy-2-cyclobutenones, which were obtained by the reaction of diethyl squarate with an organolithium, reacted with lead tetraacetate (to generate an oxy radical) affording 5-acetoxy-2(5H)-furanones and 5-alkylidene-2(5H)-furanones. This type of rearrangement was realized in a simple four-membered cyclic alpha-ketol but not in the corresponding five-membered ring.

  DOI：

  10.1021/jo00096a001
• 作为产物：
  描述：

  苯乙酮 在 正丁基锂 、 二异丙胺 作用下， 以 正己烷 、 甲苯 为溶剂， 生成 α-lithioacetophenone
  参考文献：
  名称：

  Schlosser,M.; Heinz,G., Chemische Berichte, 1969, vol. 102, p. 1944 - 1953

  摘要：

  DOI：

文献信息

• Regioselective and Enantiospecific Rhodium-Catalyzed Allylic Alkylation Reactions Using Copper(I) Enolates:  Synthesis of (−)-Sugiresinol Dimethyl Ether
  作者：P. Andrew Evans、David K. Leahy

  DOI：10.1021/ja035983p

  日期：2003.7.1

  carbon stereogenic centers. We have developed a regioselective and enantiospecific rhodium-catalyzed allylic alkylation of acyclic unsymmetrical allylic alcohol derivatives using copper(I) enolates to prepare beta-substituted ketones. This protocol represents a convenient asymmetric Claisen rearrangement surrogate in which alpha-substituted enolates permit the introduction of an additional stereogenic

  过渡金属催化的烯丙基烷基化代表了构建三元碳立体中心的基本重要的交叉偶联反应。我们开发了一种区域选择性和对映特异性铑催化的非环状不对称烯丙醇衍生物的烯丙基烷基化，使用铜 (I) 烯醇化物制备 β 取代的酮。该协议代表了一种方便的不对称克莱森重排代理，其中 alpha 取代的烯醇允许引入额外的立体中心。这种转化的合成效用在反式-1,2-二取代环己烯的构建和 (-)-sugiresinol 二甲醚的全合成中得到了强调。最后，我们预计铜（I）烯醇化物可能在相关的金属催化反应中证明是有用的亲核试剂。
• Prostaglandin analogs possessing antinidatory effects. 1. Modification of the .omega. chain
  作者：Masaki Hayashi、Hajimu Miyake、Seiji Kori、Tadao Tanouchi、Hirohisa Wakatsuka、Yoshinobu Arai、Takashi Yamato、Ikuo Kajiwara、Yoshitaka Konishi

  DOI：10.1021/jm00179a010

  日期：1980.5

  Novel prostaglandin analogues modified in the omega chain were prepared by the reaction of the vinyl aldehydes 1a--e with a variety of organometallic reagents as a key step of the syntheses. Compared with the natural prostaglandin F2 alpha in antinidatory effect, the analogues 4, 7, and 10 were 40 times more potent and the analogue 11 was 50--100 times more potent in the rat.

  欧米茄链中修饰的新型前列腺素类似物是通过乙烯基醛1a-e与多种有机金属试剂的反应制备的，这是合成的关键步骤。与天然前列腺素F2α相比，在大鼠中具有相似的抗硝化作用，类似物4、7和10的效价高40倍，而类似物11的效价高50--100倍。
• Reaction of tetracarbonyl(π-allyl)manganese with carbon nucleophiles
  作者：William S. Vaughan、Henry H. Gu、Keith F. McDaniel

  DOI：10.1016/s0040-4039(97)00227-x

  日期：1997.3

  Nucleophilic attack on tetracarbonyl(pi-allyl)manganese takes place at the terminus of the pi-system, generating allylated products in 44-95% yield after oxidation. Stabilized nucleophiles (pK(a) 12-20) give mainly his allylation whereas nonstabilized nucleophiles (pKa 25-35) give mono allylation. (C) 1997 Elsevier Science Ltd.
• General Syntheses of Optically Active α-Trifluoromethylated Amines via Ring-Opening Reactions of <i>N</i>-Benzyl-2-trifluoromethylaziridine
  作者：Toshimasa Katagiri、Mikihiro Takahashi、Yasuyuki Fujiwara、Hideki Ihara、Kenji Uneyama

  DOI：10.1021/jo990207e

  日期：1999.10.1

  Syntheses of optically active trifluoromethylated amines via ring-opening reactions of optically active N-benzyl-2-trifluoromethylaziridine were achieved. Proton-catalyzed ring-opening reactions of the 2-trifluoromethylaziridine proceeded very smoothly, while the compound was found to be inert toward nucleophiles; thus, the trifluoromethylaziridine itself cannot be ring-opened by nitrogen or carbon nucleophiles. The N-alkylated aziridinium ion of trifiuoromethylaziridine was highly reactive to undergo smooth ring-opening by nitrogen and carbon nucleophiles.
• Schlosser,M.; Heinz,G., Chemische Berichte, 1969, vol. 102, p. 1944 - 1953
  作者：Schlosser,M.、Heinz,G.

  DOI：——

  日期：——