(+)-(R)-2,2,3-trimethyloxirane | 70355-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: (+)-(R)-2,2,3-trimethyloxirane
• 英文别名: 1,1,2-Trimethyl-ethylenoxid；(3R)-2,2,3-trimethyloxirane
• CAS: 70355-44-1
• 化学式: C₅H₁₀O
• 分子量: 86.1338
• InChiKey: QPBYBLZYMNWGMO-SCSAIBSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-bromo-3-methyl-butan-2-ol 在 CHIRAZYME L-6 、 potassium tert-butylate 作用下， 以 various solvent(s) 为溶剂， 反应 128.0h， 生成 (+)-(R)-2,2,3-trimethyloxirane
  参考文献：
  名称：

  Kinetic resolution of racemic halohydrins, precursors of optically active di- and trialkyl-substituted epoxides, with lipase from Pseudomonas sp.

  摘要：

  Asymmetric acetylation of racemic halohydrins with vinyl acetate catalyzed by lipase from Pseudomonas sp. afforded the optically active beta-halo alcohols 1 and acetates 2 in high enantiomeric excess (68 to > 98%). The enzymatic kinetic resolution was performed on the preparative scale and the halo alcohols 1 and acetates 2 led to the optically active epoxides 3 after base treatment. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00430-8

文献信息

• Catalytic Asymmetric Radical–Polar Crossover Hydroalkoxylation
  作者：Christopher A. Discolo、Eric E. Touney、Sergey V. Pronin

  DOI：10.1021/jacs.9b10645

  日期：2019.11.6

  Asymmetric intramolecular hydrofunctionalization of tertiary allylic alcohols is described. This metal hydride-mediated catalytic radical-polar crossover reaction delivers corresponding epoxides in good to high enantioselectivity and constitutes the first example of asymmetric hydrogen atom transfer-initiated process. A series of modified cobalt salen complexes has proven optimal for achieving good

  描述了叔烯丙醇的不对称分子内加氢官能化。这种金属氢化物介导的催化自由基极性交叉反应以良好到高的对映选择性传递相应的环氧化物，并构成不对称氢原子转移引发过程的第一个例子。一系列改性钴盐络合物已被证明是实现良好效率和不对称感应的最佳选择。实验数据表明，阳离子钴配合物可能参与对映体决定步骤，其中催化剂中的阳离子-π相互作用有助于不对称诱导。
• Extending the scope of enantiomer resolution by complexation gas chromatography
  作者：Volker Schurig、Waldemar Buerkle

  DOI：10.1021/ja00390a031

  日期：1982.12
• WISTUBA, D.;NOWOTNY, H. -P.;TRAGER, O.;SCHURIG, V., CHIRALITY., 1,(1989) N, C. 127-136
  作者：WISTUBA, D.、NOWOTNY, H. -P.、TRAGER, O.、SCHURIG, V.

  DOI：——

  日期：——
• Kinetic resolution of racemic halohydrins, precursors of optically active di- and trialkyl-substituted epoxides, with lipase from Pseudomonas sp.
  作者：Waldemar Adam、Lluís Blancafort、Chantu R. Saha-Möller

  DOI：10.1016/s0957-4166(97)00430-8

  日期：1997.10

  Asymmetric acetylation of racemic halohydrins with vinyl acetate catalyzed by lipase from Pseudomonas sp. afforded the optically active beta-halo alcohols 1 and acetates 2 in high enantiomeric excess (68 to > 98%). The enzymatic kinetic resolution was performed on the preparative scale and the halo alcohols 1 and acetates 2 led to the optically active epoxides 3 after base treatment. (C) 1997 Elsevier Science Ltd.