5-[tert-butyl(dimethyl)silyl]oxy-2-methylpentanal | 143121-68-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 5-[tert-butyl(dimethyl)silyl]oxy-2-methylpentanal
• CAS: 143121-68-0
• 化学式: C₁₂H₂₆O₂Si
• 分子量: 230.423
• InChiKey: USMHQFIEZIMRKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-[tert-butyl(dimethyl)silyl]oxy-2-methylpentanal 在 sodium tetrahydroborate 作用下， 生成 5-[tert-butyl(dimethyl)silyl]oxy-2-methylpentan-1-ol
  参考文献：
  名称：

  Enantioselective Hydroformylation of 1-Alkenes with Commercial Ph-BPE Ligand

  摘要：

  A rhodium complex, in conjunction with commercially available Ph-BPE ligand, catalyzes the branch-selective asymmetric hydroformylation of 1-alkenes and rapidly generates alpha-chiral aldehydes. A wide range of terminal olefins Including 1-dodecene were examined, and all delivered high enantioselectivity (up to 98:2 er) as well as good branch:linear ratios (up to 15:1).

  DOI：

  10.1021/acs.orglett.5b01421
• 作为产物：
  描述：

  4-戊烯-1-醇 在 咪唑 、 (acetylacetonato)dicarbonylrhodium (l) 、 三苯基膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 80.0 ℃ 、1.03 MPa 条件下， 反应 5.0h， 生成 5-[tert-butyl(dimethyl)silyl]oxy-2-methylpentanal
  参考文献：
  名称：

  Enantioselective Hydroformylation of 1-Alkenes with Commercial Ph-BPE Ligand

  摘要：

  A rhodium complex, in conjunction with commercially available Ph-BPE ligand, catalyzes the branch-selective asymmetric hydroformylation of 1-alkenes and rapidly generates alpha-chiral aldehydes. A wide range of terminal olefins Including 1-dodecene were examined, and all delivered high enantioselectivity (up to 98:2 er) as well as good branch:linear ratios (up to 15:1).

  DOI：

  10.1021/acs.orglett.5b01421

文献信息

• Intramolecular Anodic Olefin Coupling Reactions and the Synthesis of Cyclic Amines
  作者：Hai-Chao Xu、Kevin D. Moeller

  DOI：10.1021/ja910586v

  日期：2010.3.3

  Anodic olefin coupling reactions using a tosylamine trapping group have been studied. The cyclizations are favored by the use of a less-polar radical cation and more basic reaction conditions. The most significant factor for obtaining good yields of cyclic product is the use of the more basic reaction conditions. However, a number of factors including the nature of both the solvent and the electrolyte

  已经研究了使用甲苯磺胺捕获基团的阳极烯烃偶联反应。使用极性较小的自由基阳离子和碱性更强的反应条件有利于环化。获得良好的环状产物收率的最重要因素是使用更碱性的反应条件。然而，包括所用溶剂和电解质的性质在内的许多因素会影响环化的产率。环化允许快速合成取代的脯氨酸和哌啶酸类型的衍生物。
• Intramolecular Hydroamination of Dithioketene Acetals: An Easy Route To Cyclic Amino Acid Derivatives
  作者：Hai-Chao Xu、Kevin D. Moeller

  DOI：10.1021/ol102193x

  日期：2010.11.19

  Catalytic intramolecular hydroamination of dithioketene acetals was developed for the synthesis of cyclic amino acid derivatives. Triggered by the addition of a catalytical amount of n-BuLi, the reaction proceeds to give proline and pipecolic acid derivatives in excellent yields and diastereoselectivity.

  二硫乙烯酮缩醛的催化分子内加氢胺化作用被开发用于合成环状氨基酸衍生物。通过添加催化量的n- BuLi触发，反应继续以优异的产率和非对映选择性得到脯氨酸和哌啶酸衍生物。