4-Ethenyl-6-phenyl-1,3-dioxan-2-one | 145198-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 4-Ethenyl-6-phenyl-1,3-dioxan-2-one
• CAS: 145198-83-0；145198-84-1
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: JTCOFJKHLVIYCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 4-Ethenyl-6-phenyl-1,3-dioxan-2-one 在 四(三苯基膦)钯 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以70%的产率得到4-Ethenyl-6-phenyl-1,3-dioxane
  参考文献：
  名称：

  π-烯丙基（烷氧基）钯（II）配合物对β-脱碳钯，β-脱氢钯和还原消除的选择性反应

  摘要：

  取决于R 1和R 2的种类，在10 mol％的Pd（PPh 3）4和10当量的多聚甲醛的存在下，环状碳酸酯1有选择地进行三种反应：1（R 1，R 2 ≠ H）只给二烯3个；1（R 1 = R 2 = H和R 1 ≠H，R 2 = H）仅提供6-乙烯基-1,3-二恶烷5，而1（R 1 = H，R 2 ≠H）产生4 -戊烯基甲酸酯4有选择地（与3个次要产品一起）。

  DOI：

  10.1016/s0040-4039(98)01865-6

文献信息

• Palladium-catalysed regio- and stereo-selective synthesis of allylic amines
  作者：Yoshinao Tamaru、Takashi Bando、Youichi Kawamura、Kazuto Okamura、Zen-ichi Yoshida、Motoo Shiro

  DOI：10.1039/c39920001498

  日期：——

  3-Vinyl-2,6-dioxacyclohexan-1-ones 1, by treatment with N-tosyl or N-aryl isocyanates and a catalytic amount of Pd0, are converted into N-tosyl- and N-aryl-3-vinyl-2-aza-6-oxacyclohexan-1-ones 2 in good yields and with unique stereoselectivity.

  3-乙烯基-2,6-二氧杂环己烷-1-酮 1 经 N-对甲基苯磺酰或 N-芳基异氰酸酯和催化量的 Pd0 处理后，以良好的收率和独特的立体选择性转化为 N-对甲基苯磺酰和 N-芳基-3-乙烯基-2-氮杂-6-氧杂环己烷-1-酮 2。
• Regio- and Stereoselective Synthesis of 1,3-Hydroxyl Amines via Palladium-Catalyzed Carbonate-Carbamate Transformation with Unique Stereoselectivity: Synthesis of 3-Amino-4-penten-1-ols
  作者：Takashi Bando、Hiroto Harayama、Yoshimasa Fukazawa、Motoo Shiro、Keigo Fugami、Shuji Tanaka、Yoshinao Tamaru

  DOI：10.1021/jo00085a039

  日期：1994.3

  The transformation of cyclic carbonates 1 to cyclic carbamates 4 is achieved in the presence of aryl or sulfonyl isocyanate by the catalysis of Pd(0) in high yield and with high structural flexibility. The reaction shows unique stereoselectivity: 3,4-disubstituted carbonates 2, irrespective of the composition of their stereoisomers, provide trans-5 exclusively or predominantly over cis-5. Mixtures of cis- and trans-3,5-disubstituted carbonates 3 furnish either cis-6 or trans-6 in high selectivity depending on the reaction conditions (kinetic or thermodynamic control, respectively). H-1 NMR and X-ray structure analyses of 5 and 6 indicate that the stereochemical outcome is governed by an A1,2-strain between N-sulfonyl and C5-vinyl substituents.
• Selective reaction of π-allyl(alkyloxy)palladium(II) complexes toward β-decarbopalladation, β-dehydropalladation, and reductive elimination
  作者：Hiroto Harayama、Masanari Kimura、Shuji Tanaka、Yoshinao Tamaru

  DOI：10.1016/s0040-4039(98)01865-6

  日期：1998.11

  Depending on the kind of R1 and R2, cyclic carbonates 1, in the presence of 10 mol% of Pd(PPh3)4 and 10 equiv of paraformaldehyde, selectively undergo three types of reaction: 1 (R1, R2 ≠ H) give dienes 3 exclusively; 1 (R1 = R2 = H and R1 ≠ H, R2 = H) furnish 6-vinyl-1,3-dioxanes 5 exclusively, while 1 (R1 = H, R2 ≠ H) give rise to 4-pentenyl formates 4 selectively (together with 3 as the minor products)

  取决于R 1和R 2的种类，在10 mol％的Pd（PPh 3）4和10当量的多聚甲醛的存在下，环状碳酸酯1有选择地进行三种反应：1（R 1，R 2 ≠ H）只给二烯3个；1（R 1 = R 2 = H和R 1 ≠H，R 2 = H）仅提供6-乙烯基-1,3-二恶烷5，而1（R 1 = H，R 2 ≠H）产生4 -戊烯基甲酸酯4有选择地（与3个次要产品一起）。