(E)-1-[tert-butyl(diphenyl)silyl]oxy-7-phenylhept-5-en-3-ol | 1447958-61-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (E)-1-[tert-butyl(diphenyl)silyl]oxy-7-phenylhept-5-en-3-ol
• CAS: 1447958-61-3
• 化学式: C₂₉H₃₆O₂Si
• 分子量: 444.689
• InChiKey: GSRLNXSTBZHMCZ-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  ethyl 3-phenyl-2-trimethylsilylprop-2-enoate 在 正丁基锂 、 氢气 、 palladium(II) hydroxide 、 二异丁基氢化铝 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， -78.0~20.0 ℃ 、101.33 kPa 条件下， 反应 29.25h， 生成 (E)-1-[tert-butyl(diphenyl)silyl]oxy-7-phenylhept-5-en-3-ol 、 (Z)-1-((tert-butyldiphenylsilyl)oxy)-7-phenylhept-5-en-3-ol
  参考文献：
  名称：

  TiCl4 mediated preparation of (E)-non-conjugated homoallylic alcohols with α-substituted allylsilanes

  摘要：

  The allylation of various aldehydes with alpha-substituted allylsilanes in the presence of TiCl4 has been investigated. It has been shown that these reagents readily allow for good yields and high to excellent diastereoselectivities (up to >20:1) for a series of aldehydes, thereby providing a means of preparing non-conjugated (E)-homoallylic alcohols in a single step. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.047

文献信息

• TiCl4 mediated preparation of (E)-non-conjugated homoallylic alcohols with α-substituted allylsilanes
  作者：Aymara M.M. Albury、Michael P. Jennings

  DOI：10.1016/j.tetlet.2013.06.047

  日期：2013.8

  The allylation of various aldehydes with alpha-substituted allylsilanes in the presence of TiCl4 has been investigated. It has been shown that these reagents readily allow for good yields and high to excellent diastereoselectivities (up to >20:1) for a series of aldehydes, thereby providing a means of preparing non-conjugated (E)-homoallylic alcohols in a single step. (C) 2013 Elsevier Ltd. All rights reserved.