2-Buta-2,3-dienyl-2-(2-oxo-propyl)-malonic acid diethyl ester | 420132-22-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-Buta-2,3-dienyl-2-(2-oxo-propyl)-malonic acid diethyl ester
• 英文别名: Agn-PC-006jpm
• CAS: 420132-22-5
• 化学式: C₁₄H₂₀O₅
• 分子量: 268.31
• InChiKey: YOMSRGXQWFTDLY-UHFFFAOYSA-N

物化性质

• 沸点：
  353.3±21.0 °C(Predicted)
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Dimethylzinc 、 2-Buta-2,3-dienyl-2-(2-oxo-propyl)-malonic acid diethyl ester 在 bis(1,5-cyclooctadiene)nickel (0) 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以77%的产率得到
  参考文献：
  名称：

  烯基醛和酮与有机锌试剂的顺-立体选择性镍催化的环化/烷基化和芳基化反应。

  摘要：

  在催化Ni（COD）2的存在下，烯丙基-醛和-酮与有机锌试剂的高度立体选择性烷基化和芳基化环化反应可有效发生，以提供顺式稠合均烯丙基环戊醇。

  DOI：

  10.1039/b207620a

文献信息

• Synthesis of<i>α</i>-Methylene-<i>γ</i>-butyrolactones: Ru-Catalyzed Cyclocarbonylation of Allenyl Aldehydes and Allenyl Ketones
  作者：Suk-Ku Kang、Kwang-Jin Kim、Young-Taek Hong

  DOI：10.1002/1521-3773(20020503)41:9<1584::aid-anie1584>3.0.co;2-y

  日期：2002.5.3
• Palladium-Catalyzed Tandem Cyclization of Allenyl-Aldehydes and -Ketones with Aryl Iodides and Bu₃SnSnBu₃
  作者：Young-Hwan Ha、Suk-Ku Kang

  DOI：10.1021/ol025557t

  日期：2002.4.1

  [GRAPHICS]The arylative cyclization of allenyl-aidehydes with aryl iodides and hexa-n-butyldistannane to form substituted cyclopentanols and cyclohexanols by tandem palladium-catalyzed carbostannylation and allylation was achieved under mild conditions.
• Palladium−Indium-Mediated Arylative Cyclization of Allenyl-Aldehydes and -Ketones
  作者：Suk-Ku Kang、Sung-Won Lee、Jihyun Jung、Yoongho Lim

  DOI：10.1021/jo020017v

  日期：2002.6.1

  The arylative cyclization of allenyl-aldehydes and -ketones to form homoallylic cyclopentanols and cyclohexanols by the palladium-catalyzed and indium-mediated Babier allylation is described.
• Silylative Carbocyclization of Allenyl-carbonyl Units with Et₃SiH Catalyzed by Rhodium:  Cis-Stereoselective Synthesis of Homoallylic Cycloalkanols
  作者：Suk-Ku Kang、Young-Taek Hong、Joon-Hwan Lee、Won-Yeol Kim、Inhee Lee、Chan-Mo Yu

  DOI：10.1021/ol034787k

  日期：2003.8.1

  GraphicsA new procedure for the synthesis of cis-2-triethylsilylvinyl-cyclopentanois and -cyclohexanols from allenyl-aldehydes and -ketones with Et-3-SiH through rhodium-catalyzed silylative carbocyclization is described. The use of Rh(acac)(CO)(2) (1 mol %) to promote the reaction results in a mild and convenient protocol for the three-component assembly.
• Palladium-Catalyzed Regio- and Diastereoselective Tandem Silastannylation/Allyl Addition of Allene Aldehydes and Allene Ketones: Synthesis of cis Cyclopentanols and Cyclohexanols This work was supported by the National Research Laboratory Project administrated by the Ministry of Science and Technology and KOSEF-CMDS.
  作者：Suk-Ku Kang、Young-Hwan Ha、Byung-Soo Ko、Yoongho Lim、Jihyun Jung

  DOI：10.1002/1521-3773(20020118)41:2<343::aid-anie343>3.0.co;2-1

  日期：2002.1.18