(2S,5S)-2-ethoxy-5-pentyltetrahydrofuran | 138661-93-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 英文名称: (2S,5S)-2-ethoxy-5-pentyltetrahydrofuran
• 英文别名: (2S,5S)-2-ethoxy-5-pentyloxolane
• CAS: 138661-93-5
• 化学式: C₁₁H₂₂O₂
• 分子量: 186.294
• InChiKey: KDJQBQSGBIXHLV-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-hydroxy-2-nonanal diethyl acetal 在 (S)-6,6'-bis(2,4,6-triisopropylphenyl)-1,1'-spirobiindane-7,7'-diyl hydrogenphosphate 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 生成 (2S,5R)-2-ethoxy-5-pentyltetrahydrofuran 、 (2S,5S)-2-ethoxy-5-pentyltetrahydrofuran 、 (R)-1,1-diethoxynonan-4-ol
  参考文献：
  名称：

  Kinetic Resolution of Homoaldols via Catalytic Asymmetric Transacetalization

  摘要：

  The highly enantioselective kinetic resolution of homoaldols via a transacetalization reaction has been achieved. A novel phosphoric acid, STRIP, based on a spirocyclic 1,1'-spirobiindane backbone was designed and identified as a superior catalyst for this transformation. Remarkably, both secondary and tertiary homoaldols gave equally excellent results.

  DOI：

  10.1021/ja108642s

文献信息

• Kinetic Resolution of Homoaldols via Catalytic Asymmetric Transacetalization
  作者：Ilija Čorić、Steffen Müller、Benjamin List

  DOI：10.1021/ja108642s

  日期：2010.12.15

  The highly enantioselective kinetic resolution of homoaldols via a transacetalization reaction has been achieved. A novel phosphoric acid, STRIP, based on a spirocyclic 1,1'-spirobiindane backbone was designed and identified as a superior catalyst for this transformation. Remarkably, both secondary and tertiary homoaldols gave equally excellent results.