triisopropyl((3S,4R)-1-phenyl-4-(4,4,5,5-tetrakis(4-fluorophenyl)-1,3,2-dioxaborolan-2-yl)hex-5-en-3-yloxy)silane | 1245286-11-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: triisopropyl((3S,4R)-1-phenyl-4-(4,4,5,5-tetrakis(4-fluorophenyl)-1,3,2-dioxaborolan-2-yl)hex-5-en-3-yloxy)silane
• 英文别名: [(3S,4R)-1-phenyl-4-[4,4,5,5-tetrakis(4-fluorophenyl)-1,3,2-dioxaborolan-2-yl]hex-5-en-3-yl]oxy-tri(propan-2-yl)silane
• CAS: 1245286-11-6
• 化学式: C₄₇H₅₁BF₄O₃Si
• 分子量: 778.81
• InChiKey: WRQWMHBHTNZFBU-UVTBUIGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.72
• 重原子数：
  56
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  triisopropyl((3S,4R)-1-phenyl-4-(4,4,5,5-tetrakis(4-fluorophenyl)-1,3,2-dioxaborolan-2-yl)hex-5-en-3-yloxy)silane 、 乙烯基硼酸频哪醇酯 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以74%的产率得到triisopropyl((3S,4R,E)-1-phenyl-4-(4,4,5,5-tetrakis(4-fluorophenyl)-1,3,2-dioxaborolan-2-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-5-en-3-yloxy)silane
  参考文献：
  名称：

  Enantioselective Synthesis of (Z)-1,2-anti-2,5-anti-Triol Monosilyl Ethers Using a Cross-Metathesis Allylboration Sequence

  摘要：

  The enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers via a two-step sequence involving olefin cross-metathesis of beta-alkoxyallylboronate 4 and subsequent allylboration of the derived bisboryl intermediate 6 provides triol monoethers 7 with good to excellent diastereoselectivity.

  DOI：

  10.1021/ol101789g
• 作为产物：
  描述：

  (3S,4R)-1-phenyl-4-(4,4,5,5-tetrakis(4-fluorophenyl)-1,3,2-dioxaborolan-2-yl)hex-5-en-3-ol 、 三异丙基硅基三氟甲磺酸酯 以 二氯甲烷 为溶剂， 以87%的产率得到triisopropyl((3S,4R)-1-phenyl-4-(4,4,5,5-tetrakis(4-fluorophenyl)-1,3,2-dioxaborolan-2-yl)hex-5-en-3-yloxy)silane
  参考文献：
  名称：

  Enantioselective Synthesis of (Z)-1,2-anti-2,5-anti-Triol Monosilyl Ethers Using a Cross-Metathesis Allylboration Sequence

  摘要：

  The enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers via a two-step sequence involving olefin cross-metathesis of beta-alkoxyallylboronate 4 and subsequent allylboration of the derived bisboryl intermediate 6 provides triol monoethers 7 with good to excellent diastereoselectivity.

  DOI：

  10.1021/ol101789g

文献信息

• Enantioselective Synthesis of (<i>Z</i>)-1,2-<i>anti-</i>2,5<i>-anti</i>-Triol Monosilyl Ethers Using a Cross-Metathesis Allylboration Sequence
  作者：SusAnn M. Winbush、William R. Roush

  DOI：10.1021/ol101789g

  日期：2010.10.1

  The enantioselective synthesis of (Z)-1,2-anti-2,5-anti-triol monosilyl ethers via a two-step sequence involving olefin cross-metathesis of beta-alkoxyallylboronate 4 and subsequent allylboration of the derived bisboryl intermediate 6 provides triol monoethers 7 with good to excellent diastereoselectivity.