(4-allyl-2,2-dimethyl-4H-1,3-dioxin-5-yloxy)triethylsilane | 1072451-85-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-allyl-2,2-dimethyl-4H-1,3-dioxin-5-yloxy)triethylsilane
• CAS: 1072451-85-4
• 化学式: C₁₅H₂₈O₃Si
• 分子量: 284.471
• InChiKey: ODOYYHVEOZOYIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4-allyl-2,2-dimethyl-1,3-dioxan-5-one 、 三乙基氯硅烷 在 三乙胺 、 sodium iodide 作用下， 以 乙腈 为溶剂， 以69%的产率得到4-allyl-2,2-dimethyl-5-triethylsilyloxy-1,3-diox-4-ene
  参考文献：
  名称：

  取代二恶烷酮烯醇醚的催化对映选择性烷基化：易于获得 Cα-四取代羟基酮、酸和酯。

  摘要：

  The catalytic enantioselective formation of tetrasubstituted α-alkoxycarbonyl compounds is an ongoing challenge to synthetic chemists.[1] Fully-substituted α-hydroxyesters and acids comprise essential components of, and building blocks for, many bioactive natural products. These include quinic acid (1), cytotoxic leiodolide A (2),[2] and the anti-cancer agents in the harringtonine series (3a–f), whose activities depend dramatically on the presence and composition of an α-hydroxyester side-chain.[3] While many approaches to these important moieties exist,[4,5] we envisioned applying our recently developed palladium-catalyzed methods for the formation of enantioenriched all-carbon quaternary stereocenters in cyclic alkanones[6] to a general synthesis of C(α)-tetrasubstituted hydroxy carbonyl compounds.[7]

  DOI：

  10.1002/anie.200801424