(R)-4-methyl-α-methylstyrene oxide | 159912-10-4

• 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: (R)-4-methyl-α-methylstyrene oxide
• 英文别名: (R)-p-methyl-α-methylstyrene oxide；(2R)-2-methyl-2-(4-methylphenyl)oxirane
• CAS: 159912-10-4
• 化学式: C₁₀H₁₂O
• 分子量: 148.205
• InChiKey: LCEIWCJSIRHMNY-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-4-methyl-α-methylstyrene oxide 生成 (R)-2-p-tolylpropan-1-ol
  参考文献：
  名称：

  Matsumoto Takashi, Takeda Yoshio, Iwata Eiko, Sakamoto Mitsuo, Ishida Tak+, Chem. and Pharm. Bull, 42 (1994) N 6, S 1191-1197

  摘要：

  DOI：
• 作为产物：
  描述：

  p-methyl-α-methylstyrene oxide 生成 (R)-4-methyl-α-methylstyrene oxide
  参考文献：
  名称：

  Matsumoto Takashi, Takeda Yoshio, Iwata Eiko, Sakamoto Mitsuo, Ishida Tak+, Chem. and Pharm. Bull, 42 (1994) N 6, S 1191-1197

  摘要：

  DOI：

文献信息

• Accessible sugars as asymmetric olefin epoxidation organocatalysts: glucosaminide ketones in the synthesis of terminal epoxides
  作者：Omar Boutureira、Joanna F. McGouran、Robert L. Stafford、Daniel P. G. Emmerson、Benjamin G. Davis

  DOI：10.1039/b911675c

  日期：——

  A systematically varied series of conformationally restricted ketones, readily prepared from N-acetyl-D-glucosamine, were tested against representative olefins as asymmetric epoxidation catalysts showing useful selectivities against terminal olefins and, in particular, typically difficult 2,2-disubstituted terminal olefins.

  一系列系统变化的构象限制酮，很容易从 N-乙酰基-D-氨基葡萄糖对作为不对称环氧化催化剂的代表性烯烃进行了测试，显示出对末端烯烃的有用选择性，特别是典型的难处理的 2,2-二取代末端烯烃。
• Peroxygenase‐Catalysed Epoxidation of Styrene Derivatives in Neat Reaction Media
  作者：Marine C. R. Rauch、Florian Tieves、Caroline E. Paul、Isabel W. C. E. Arends、Miguel Alcalde、Frank Hollmann

  DOI：10.1002/cctc.201901142

  日期：2019.9.19

  Biocatalytic oxyfunctionalisation reactions are traditionally conducted in aqueous media limiting their production yield. Here we report the application of a peroxygenase in neat reaction conditions reaching product concentrations of up to 360 mM.

  生物催化氧官能化反应传统上在水介质中进行，限制了其产量。在这里，我们报告了过氧化酶在纯反应条件下的应用，产物浓度高达 360 mM。
• An achiral manganese salen catalyst encapsulated in a peptidic phosphonate homochiral solid for the enantioselective formation of diols by consecutive epoxidation and hydration reactions
  作者：Anat Milo、Ronny Neumann

  DOI：10.1039/c0cc04205f

  日期：——

  An insoluble, porous, amorphous, homochiral material based on a polypeptide titanium–phosphonate scaffold with an encapsulated achiralMnIII–salen was prepared and characterized. Consecutive epoxidation and hydration of styrene and its derivatives by aqueous hypochlorite in THF showed the highly enantioselective (>99%) formation of styrene diol derivatives.

  一种基于聚肽钛-磷酸盐支架并包覆有非对称的MnIII-salen的不可溶、多孔、无定形、同手性的材料被制备并表征。用水相次氯酸盐在THF中对苯乙烯及其衍生物进行连续的环氧化和水合反应，显示出苯乙烯二醇衍生物的高对映选择性（>99%）形成。