tert-butyl(8-((tert-butyldimethylsilyl)oxy)oct-1-yn-3-yl)diphenylsilane | 949164-30-1

• 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: tert-butyl(8-((tert-butyldimethylsilyl)oxy)oct-1-yn-3-yl)diphenylsilane
• CAS: 949164-30-1
• 化学式: C₃₀H₄₆OSi₂
• 分子量: 478.866
• InChiKey: KBPJAPIBLUGKRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.64
• 重原子数：
  33.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  tert-butyl(8-((tert-butyldimethylsilyl)oxy)oct-1-yn-3-yl)diphenylsilane 、 N-phenylglyoxamide 在 silver trifluoromethanesulfonate 4 A molecular sieve 作用下， 以 甲苯 为溶剂， 反应 30.0h， 生成 (2S,3S,E)-3-(7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyl)hept-1-enyl)-N-phenyloxirane-2-carboxamide 、 (2R,3R,E)-3-(7-(tert-butyldimethylsilyloxy)-1-(tert-butyldiphenylsilyl)hept-1-enyl)-N-phenyloxirane-2-carboxamide
  参考文献：
  名称：

  Aluminum-Catalyzed Enantio- and Diastereoselective Carbonyl Addition of Propargylsilanes. A New Approach to Enantioenriched Vinyl Epoxides

  摘要：

  A new pathway involving a Lewis acid-catalyzed carbonyl addition reaction of propargylsilanes and its subsequent development into a general enantio- and diastereoselective process are described. Aliphatic propargylsilanes with both saturated and unsaturated sidechains were effective nucleophiles affording highly functionalized chiral vinyl epoxides in good enantioselectivities (85-94% ee), excellent diastereoselectivities (> 99:1 E:Z; > 99:1 anti:syn) and in moderate to good yields (49-97%).

  DOI：

  10.1021/ja0740420
• 作为产物：
  描述：

  5-((叔丁基二甲基甲硅烷基)氧基)戊醛 在 sodium tetrahydroborate 、 正丁基锂 作用下， 以 乙醚 为溶剂， 生成 tert-butyl(8-((tert-butyldimethylsilyl)oxy)oct-1-yn-3-yl)diphenylsilane
  参考文献：
  名称：

  Aluminum-Catalyzed Enantio- and Diastereoselective Carbonyl Addition of Propargylsilanes. A New Approach to Enantioenriched Vinyl Epoxides

  摘要：

  A new pathway involving a Lewis acid-catalyzed carbonyl addition reaction of propargylsilanes and its subsequent development into a general enantio- and diastereoselective process are described. Aliphatic propargylsilanes with both saturated and unsaturated sidechains were effective nucleophiles affording highly functionalized chiral vinyl epoxides in good enantioselectivities (85-94% ee), excellent diastereoselectivities (> 99:1 E:Z; > 99:1 anti:syn) and in moderate to good yields (49-97%).

  DOI：

  10.1021/ja0740420