(4S,5R,6R)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-ethyl-2,2,5-trimethyl-1,3-dioxane | 1153606-25-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,5R,6R)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-ethyl-2,2,5-trimethyl-1,3-dioxane
• CAS: 1153606-25-7
• 化学式: C₁₄H₂₆O₄
• 分子量: 258.358
• InChiKey: ZJOOUEALDZHZOA-KKOKHZNYSA-N

物化性质

• 沸点：
  299.3±40.0 °C(predicted)
• 密度：
  0.966±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  (1S,2R,3R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-methylpentane-1,3-diol 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 生成 (4S,5R,6R)-4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-6-ethyl-2,2,5-trimethyl-1,3-dioxane
  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