methyl (2R,3E)-2-(tributylsilyl)pent-3-enoate | 1225055-98-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (2R,3E)-2-(tributylsilyl)pent-3-enoate
• 英文别名: methyl (E,2R)-2-tributylsilylpent-3-enoate
• CAS: 1225055-98-0
• 化学式: C₁₈H₃₆O₂Si
• 分子量: 312.568
• InChiKey: RYXUFBAYJVWMBC-JZUUQJBKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.95
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  methyl (2R,3E)-2-(tributylsilyl)pent-3-enoate 在 三氟甲磺酸三甲基硅酯 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-(4S,5S)-Methyl-4,6-dimethyl-5-hydroxy-2-heptenoate
  参考文献：
  名称：

  Vinylogous Aldol Products from Chiral Crotylsilanes Obtained by Enantioselective Rh(II) and Cu(I) Carbenoid Si−H Insertion

  摘要：

  Enantioenriched homoallylic ethers containing a alpha,beta-unsaturated ester (syn-vinylogous aldol products) were directly accessed by Lewis acid catalyzed crotylation utilizing chiral silane 2. The reagents were prepared by enantioselective Si-H Insertion to an alpha-diazovinylacetates using Davies' Rh-2(DOSP)(4) catalyst or chiral Cu(I) Schiff base complex.

  DOI：

  10.1021/ol100604m
• 作为产物：
  描述：

  tributylsilane 、 methyl (E)-2-diazopent-3-enoate 在 Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4 作用下， 以 正戊烷 为溶剂， 生成 methyl (2R,3E)-2-(tributylsilyl)pent-3-enoate 、 methyl (2S,3E)-2-(tributylsilyl)pent-3-enoate
  参考文献：
  名称：

  Vinylogous Aldol Products from Chiral Crotylsilanes Obtained by Enantioselective Rh(II) and Cu(I) Carbenoid Si−H Insertion

  摘要：

  Enantioenriched homoallylic ethers containing a alpha,beta-unsaturated ester (syn-vinylogous aldol products) were directly accessed by Lewis acid catalyzed crotylation utilizing chiral silane 2. The reagents were prepared by enantioselective Si-H Insertion to an alpha-diazovinylacetates using Davies' Rh-2(DOSP)(4) catalyst or chiral Cu(I) Schiff base complex.

  DOI：

  10.1021/ol100604m

文献信息

• Vinylogous Aldol Products from Chiral Crotylsilanes Obtained by Enantioselective Rh(II) and Cu(I) Carbenoid Si−H Insertion
  作者：Jie Wu、Yu Chen、James S. Panek

  DOI：10.1021/ol100604m

  日期：2010.5.7

  Enantioenriched homoallylic ethers containing a alpha,beta-unsaturated ester (syn-vinylogous aldol products) were directly accessed by Lewis acid catalyzed crotylation utilizing chiral silane 2. The reagents were prepared by enantioselective Si-H Insertion to an alpha-diazovinylacetates using Davies' Rh-2(DOSP)(4) catalyst or chiral Cu(I) Schiff base complex.