(1S,2S,3R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-hydroxy-2-methylpentan-3-yl isobutyrate | 1153605-57-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2S,3R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-hydroxy-2-methylpentan-3-yl isobutyrate
• CAS: 1153605-57-2
• 化学式: C₁₅H₂₈O₅
• 分子量: 288.384
• InChiKey: KBHSRFAWYSCGAS-LPWJVIDDSA-N

物化性质

• 沸点：
  334.5±22.0 °C(predicted)
• 密度：
  1.033±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  (1S,2S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-hydroxy-2-methylpentan-3-one 、 异丁醛 在 titanium(IV) tetrabutoxide 作用下， 以 二氯甲烷 为溶剂， 生成 (1S,2S,3R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-hydroxy-2-methylpentan-3-yl isobutyrate 、 (1S,2R,3R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-2-methylpentyl isobutyrate
  参考文献：
  名称：

  Toward Asymmetric Aldol-Tishchenko Reactions with Enolizable Aldehydes: Access to Defined Configured Stereotriads, Tetrads, and Stereopentads

  摘要：

  Asymmetric aldol-Tishchenko, reactions of enolizable aldehydes and ketones in the presence of chiral BINOLTi(OtBU)(2)/Cinchona alkaloids complexes are described. Different configurative outcomes of these reactions depend on an equilibration through a retro aldol/aldol sequence and can be influenced by the configurative architecture of substrates. The results are explained by means of transition state models and rate constants. These considerations offer a fine-tuning of diastereoselectivity in aldol-Tishchenko reactions. Extensions of this research give access to defined configured stereotriads, stereotetrads, and stereopentads.

  DOI：

  10.1021/jo9003635