(Z)-6-[tert-butyl(dimethyl)silyl]oxy-3-methylhex-2-enal | 198957-80-1

• 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: (Z)-6-[tert-butyl(dimethyl)silyl]oxy-3-methylhex-2-enal
• CAS: 198957-80-1
• 化学式: C₁₃H₂₆O₂Si
• 分子量: 242.434
• InChiKey: BEIHOQRHDKZVOC-XFXZXTDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-6-[tert-butyl(dimethyl)silyl]oxy-3-methylhex-2-enal 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以60%的产率得到(E)-3-methyl-6-<(tert-butyldimethylsilyl)oxy>-2-hexenal
  参考文献：
  名称：

  Alkyne-Enol Ether Cross-Metathesis in the Presence of CuSO₄: Direct Formation of 3-Substituted Crotonaldehydes in Aqueous Medium

  摘要：

  An efficient synthesis of 3-substituted crotonaldehydes via alkyne-enol ether cross-metathesis in the presence of CuSO4 and in aqueous medium was developed. Crotonaldehydes were obtained in good yields from terminal aryl-alkynes as well as from terminal alkyl-alkynes. All of the reactions were carried out under microwave irradiation and were completed in a few minutes. Water was used as the cosolvent, making c, this approach safer, economic, and desiderable from an enviromental point of view.

  DOI：

  10.1021/jo900205x
• 作为产物：
  描述：

  1-(tert-butyldimethylsilyloxy)-4-pentyne 、 乙烯基乙醚 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 copper(II) sulfate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 0.5h， 以41%的产率得到(E)-3-methyl-6-<(tert-butyldimethylsilyl)oxy>-2-hexenal
  参考文献：
  名称：

  Alkyne-Enol Ether Cross-Metathesis in the Presence of CuSO₄: Direct Formation of 3-Substituted Crotonaldehydes in Aqueous Medium

  摘要：

  An efficient synthesis of 3-substituted crotonaldehydes via alkyne-enol ether cross-metathesis in the presence of CuSO4 and in aqueous medium was developed. Crotonaldehydes were obtained in good yields from terminal aryl-alkynes as well as from terminal alkyl-alkynes. All of the reactions were carried out under microwave irradiation and were completed in a few minutes. Water was used as the cosolvent, making c, this approach safer, economic, and desiderable from an enviromental point of view.

  DOI：

  10.1021/jo900205x

文献信息

• Alkyne-Enol Ether Cross-Metathesis in the Presence of CuSO₄: Direct Formation of 3-Substituted Crotonaldehydes in Aqueous Medium
  作者：Daniele Castagnolo、Lorenzo Botta、Maurizio Botta

  DOI：10.1021/jo900205x

  日期：2009.4.17

  An efficient synthesis of 3-substituted crotonaldehydes via alkyne-enol ether cross-metathesis in the presence of CuSO4 and in aqueous medium was developed. Crotonaldehydes were obtained in good yields from terminal aryl-alkynes as well as from terminal alkyl-alkynes. All of the reactions were carried out under microwave irradiation and were completed in a few minutes. Water was used as the cosolvent, making c, this approach safer, economic, and desiderable from an enviromental point of view.