methyl 2-(2-oxocyclohexyl)-2-phenylacetate | 97800-07-2

• 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: methyl 2-(2-oxocyclohexyl)-2-phenylacetate
• CAS: 97800-07-2
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: WIEKANHZEWNROZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-oxocyclohexyl)-2-phenylacetate 、 1,2-乙二硫醇 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以79%的产率得到methyl 2-phenyl-2-(1,4-dithiaspiro[4.5]decan-6-yl)acetate
  参考文献：
  名称：

  Hydrogen-Bond-Activated Palladium-Catalyzed Allylic Alkylation via Allylic Alkyl Ethers: Challenging Leaving Groups

  摘要：

  C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).

  DOI：

  10.1021/ol5000988
• 作为产物：
  描述：

  环己酮 在 四氢吡咯 、 1,1'-双(二苯基膦)二茂铁 、 potassium permanganate 、 sodium periodate 、 氯化亚砜 、 bis(η3-allyl-μ-chloropalladium(II)) 、 potassium carbonate 作用下， 以 甲醇 、 水 、 叔丁醇 为溶剂， 反应 12.0h， 生成 methyl 2-(2-oxocyclohexyl)-2-phenylacetate
  参考文献：
  名称：

  Hydrogen-Bond-Activated Palladium-Catalyzed Allylic Alkylation via Allylic Alkyl Ethers: Challenging Leaving Groups

  摘要：

  C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).

  DOI：

  10.1021/ol5000988

文献信息

• NEW SYNTHESIS OF γ-KETO ACIDS FROM NITROOLEFINS AND CARBOXYLIC ACID DIANIONS
  作者：Masaaki Miyashita、Ryuji Yamaguchi、Akira Yoshikoshi

  DOI：10.1246/cl.1982.1505

  日期：1982.10.5

  As a convenient synthetic method of γ-keto acids, oxoalkylation of carboxylic acids with nitroolefins was examined. Carboxylic acid dianions reacted with conjugated nitroolefins at low temperature (−100°C) and a variety of γ-keto acids were obtained on acidic workup in moderate to good yields.

  作为γ-酮酸的一种方便的合成方法，研究了羧酸与硝基烯烃的氧烷基化。羧酸二价阴离子在低温 (-100°C) 下与共轭硝基烯烃反应，并在酸性处理中以中等至良好的产率获得各种 γ-酮酸。
• Michael reaction of conjugated nitro olefins with carboxylic acid dianions and with ester enolates: new synthesis of .gamma.-keto acids and .gamma.-keto esters
  作者：Masaaki Miyashita、Ryuji Yamaguchi、Akira Yoshikoshi

  DOI：10.1021/jo00190a003

  日期：1984.8
• Chemistry of 1,5-diketone derivatives. 1. Oxidation of 8a-methoxy-4a,5,6,7,8,8a-hexahydrochromenes by monoperphthalic acid
  作者：T. V. Moskovkina、V. I. Vysotskii、M. N. Tilichenko

  DOI：10.1007/bf00504195

  日期：1985.2
• MIYASHITA, MASAAKI;YAMAGUCHI, RYUJI;YOSHIKOSHI, AKIRA, CHEM. LETT., 1982, N 10, 1505-1508
  作者：MIYASHITA, MASAAKI、YAMAGUCHI, RYUJI、YOSHIKOSHI, AKIRA

  DOI：——

  日期：——
• MIYASHITA, MASAAKI;YAMAGUCHI, RYUJI;YOSHIKOSHI, AKIRA, J. ORG. CHEM., 1984, 49, N 16, 2857-2863
  作者：MIYASHITA, MASAAKI、YAMAGUCHI, RYUJI、YOSHIKOSHI, AKIRA

  DOI：——

  日期：——