3-Cyclohex-1-enyl-2-methyl-propionic acid methyl ester | 63715-04-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-Cyclohex-1-enyl-2-methyl-propionic acid methyl ester
• 英文别名: methyl 3-(cyclohexen-1-yl)-2-methylpropanoate
• CAS: 63715-04-8
• 化学式: C₁₁H₁₈O₂
• 分子量: 182.263
• InChiKey: MSSGPTDQZJZOFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-(acetoxymethyl)-1-cyclohexene 、 (E)-(1-methoxyprop-1-enyloxy)trimethylsilane 生成 3-Cyclohex-1-enyl-2-methyl-propionic acid methyl ester
  参考文献：
  名称：

  CARFAGNA, C.;MARIANI, L.;MUSCO, A.;SALLESE, G.;SANTI, R., J. ORG. CHEM., 56,(1991) N2, C. 3924-3927

  摘要：

  DOI：

文献信息

• The regio- and stereoselectivities of the reaction of allyl acetates and silyl ketene acetals catalyzed by palladium(0) complexes: a new route to cyclopropane derivatives
  作者：C. Carfagna、L. Mariani、A. Musco、G. Sallese、R. Santi

  DOI：10.1021/jo00012a027

  日期：1991.6

  Pd(0) complexes of chelating phosphines catalyzed the coupling of allyl acetates and ketene silyl acetals to yield alpha-allylated carboxylic acid esters. Unexpectedly alkylation of the central carbon atom (C2) of the allyl groups was also observed with concomitant formation of cyclopropane derivatives. In both cases the silyl enolate attacked the allyl group from the side opposite Pd. The yield of the reaction was sensitive to the nature of the ligand coordinated with palladium. The 1,1'-bis(diphenylphosphino)ferrocene-Pd complex was the most effective catalyst.