1,4-di-tert-butyldimethylsilyloxy 1,3-butadiene

• 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: 1,4-di-tert-butyldimethylsilyloxy 1,3-butadiene
• 英文别名: tert-butyl-[4-[tert-butyl(dimethyl)silyl]oxybuta-1,3-dienoxy]-dimethylsilane
• 化学式: C₁₆H₃₄O₂Si₂
• 分子量: 314.616
• InChiKey: WDEPHXFOIPXLMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,4-di-tert-butyldimethylsilyloxy 1,3-butadiene 、 Acetic acid, [(4-methoxyphenyl)imino]-, ethyl ester, (2E)- 在 三氟化硼乙醚 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以30%的产率得到ethyl 3-(tert-butyldimethylsilyloxy)-4-(2-(tert-butyldimethylsilyloxy)vinyl)-6-methoxy-3,4-dihydroquinoline-2-carboxylate
  参考文献：
  名称：

  Regio- and stereo-selective aza-Diels–Alder reaction of ethyl glyoxylate 4-methoxyphenylimine with 1,3-dienes in the presence of BF3·Et2O. Evidence for a non-concerted mechanism

  摘要：

  Cycloadditions of the glyoxylate imine 1 with 1-substituted and 1,4-di substituted 1,3-dienes furnished tetrahydroquinoline compounds 4 and 5/15 with total regio- and stereo-control, except for one case where a mixture of isomers was formed. A stepwise mechanism is proposed in view of the stereochemistry of the products. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.085

文献信息

• Regio- and stereo-selective aza-Diels–Alder reaction of ethyl glyoxylate 4-methoxyphenylimine with 1,3-dienes in the presence of BF3·Et2O. Evidence for a non-concerted mechanism
  作者：M. José Alves、Nuno G. Azoia、A. Gil Fortes

  DOI：10.1016/j.tet.2006.10.085

  日期：2007.1

  Cycloadditions of the glyoxylate imine 1 with 1-substituted and 1,4-di substituted 1,3-dienes furnished tetrahydroquinoline compounds 4 and 5/15 with total regio- and stereo-control, except for one case where a mixture of isomers was formed. A stepwise mechanism is proposed in view of the stereochemistry of the products. (c) 2006 Elsevier Ltd. All rights reserved.