(E)-tert-butyldimethyl((3-methyl-6-(naphthalen-1-yl)hex-3-en-1-yl)oxy)silane | 1222923-43-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-tert-butyldimethyl((3-methyl-6-(naphthalen-1-yl)hex-3-en-1-yl)oxy)silane
• CAS: 1222923-43-4
• 化学式: C₂₃H₃₄OSi
• 分子量: 354.608
• InChiKey: WXSFXGXTZXMGMH-YBFXNURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.13
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-tert-butyldimethyl((3-methyl-6-(naphthalen-1-yl)hex-3-en-1-yl)oxy)silane 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到(E)-3-methyl-6-(naphthalen-1-yl)hex-3-en-1-ol
  参考文献：
  名称：

  Enantioselective Thiourea-Catalyzed Cationic Polycyclizations

  摘要：

  A new thiourea catalyst is reported for the enantioselective cationic polycyclization of hydroxylactams. Both the yield and enantioselectivity of this transformation were found to vary strongly with the identity of a single aromatic residue on a common catalyst framework, with more expansive and polarizable arenes proving optimal. Evidence is presented for a mechanism in which stabilizing cation-Pi interactions are a principal determinant of enantioselectivity.

  DOI：

  10.1021/ja101256v
• 作为产物：
  描述：

  1-乙烯萘 、 (E)-4-tert-butyldimethylsilyloxy-1-iodo-2-methyl-1-butene 在 9-硼双环[3.3.1]壬烷 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以94%的产率得到(E)-tert-butyldimethyl((3-methyl-6-(naphthalen-1-yl)hex-3-en-1-yl)oxy)silane
  参考文献：
  名称：

  Enantioselective Thiourea-Catalyzed Cationic Polycyclizations

  摘要：

  A new thiourea catalyst is reported for the enantioselective cationic polycyclization of hydroxylactams. Both the yield and enantioselectivity of this transformation were found to vary strongly with the identity of a single aromatic residue on a common catalyst framework, with more expansive and polarizable arenes proving optimal. Evidence is presented for a mechanism in which stabilizing cation-Pi interactions are a principal determinant of enantioselectivity.

  DOI：

  10.1021/ja101256v