(Z)-1-phenyl-6-trimethylsilylhex-4-en-2-ol | 142176-72-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-1-phenyl-6-trimethylsilylhex-4-en-2-ol
• CAS: 142176-72-5
• 化学式: C₁₅H₂₄OSi
• 分子量: 248.44
• InChiKey: JWRUDKBFZJFSIW-FPLPWBNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-1-phenyl-6-trimethylsilylhex-4-en-2-ol 在 叔丁基过氧化氢 、 bis(acetylacetonate)oxovanadium 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.5h， 生成 1-Phenyl-hex-5-ene-2,4-diol
  参考文献：
  名称：

  Stereoselective synthesis of syn-1,3-diols

  摘要：

  Z-allylsilanes 1 are epoxidized by V5+/TBHP with high erythro-selectivity (up to 97:3) . HF- or TBAF-induced fragmentation leads to syn-1,3-diols 3. Compound 3f can be transformed within two steps into a key synthon for the lactone moiety of compactin.

  DOI：

  10.1016/s0040-4039(00)92213-5
• 作为产物：
  描述：

  (2,3-环氧丙基)苯 在 Lindlar's catalyst 正丁基锂 、 三氟化硼乙醚 、 氢气 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 生成 (Z)-1-phenyl-6-trimethylsilylhex-4-en-2-ol
  参考文献：
  名称：

  Stereoselective synthesis of syn-1,3-diols

  摘要：

  Z-allylsilanes 1 are epoxidized by V5+/TBHP with high erythro-selectivity (up to 97:3) . HF- or TBAF-induced fragmentation leads to syn-1,3-diols 3. Compound 3f can be transformed within two steps into a key synthon for the lactone moiety of compactin.

  DOI：

  10.1016/s0040-4039(00)92213-5

文献信息

• Stereoselective approach to trisubstituted tetrahydrofurans
  作者：Peter Mohr

  DOI：10.1016/s0040-4039(00)73723-3

  日期：1993.9

  Functionalized allylsilanes 1 undergo with acetals 2 under mild Broensted acid catalysis a transacetalization-ring closure reaction to afford in fair to good yield and high diastereoselectivity all-cis-tetrahydrofurans 3. The stereochemical outcome is independent of the double bond geometry.
• Hydroxyl-directed cyclopropanation of Z-allyl-silanes
  作者：Peter Mohr

  DOI：10.1016/0040-4039(95)01490-9

  日期：1995.10

  Z-5-Hydroxy-alk-2-enyl-silanes of general structure 1 are cyclopropanated by an excess of CH2I2/Et(2)n in good yield and excellent stereoselectivity. Ensuing protodesilylation, however, lacks efficient regiocontrol and affords syn-products 5 in modest yield bur high stereochemical purity.
• Stereoselective synthesis of syn-1,3-diols
  作者：Peter Mohr

  DOI：10.1016/s0040-4039(00)92213-5

  日期：1992.4

  Z-allylsilanes 1 are epoxidized by V5+/TBHP with high erythro-selectivity (up to 97:3) . HF- or TBAF-induced fragmentation leads to syn-1,3-diols 3. Compound 3f can be transformed within two steps into a key synthon for the lactone moiety of compactin.