(E)-4-trineophyltin-2-methyl-3-buten-2-ol | 1032098-23-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-4-trineophyltin-2-methyl-3-buten-2-ol
• CAS: 1032098-23-9
• 化学式: C₃₅H₄₈OSn
• 分子量: 603.476
• InChiKey: MFZRKVQNLCGCIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.23
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲基-3-丁炔-2-醇 、 trineophyltin hydride 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 solid 为溶剂， 以7%的产率得到α-3-trineophyltin-2-methyl-3-buten-2-ol
  参考文献：
  名称：

  Palladium-catalyzed stereoselective hydrostannation of substituted propargyl alcohols with trineophyltin hydride

  摘要：

  This paper reports results obtained in a study on the palladium-catalyzed hydrostannation of substituted propargyl alcohols with the bulky trineophyltin hydride (1). The reaction of 1 with 10 propargyl alcohols containing one up to three substituents, was carried out in THF at room temperature leading to the corresponding allylstannanes following in all cases a syn addition stereochemistry. These additions took place in good to excellent yields and, mostly, with a high degree of stereoselectivity. The results obtained suggest that the observed alpha/beta regioselectivity might be ascribed to the steric bulk of the proximal substituents rather than to electronic effects. Full (1)H-, (13)C-, and (119)Sn NMR characteristics are included. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.02.015

文献信息

• Palladium-catalyzed stereoselective hydrostannation of substituted propargyl alcohols with trineophyltin hydride
  作者：María B. Faraoni、Darío C. Gerbino、Julio C. Podestá

  DOI：10.1016/j.jorganchem.2008.02.015

  日期：2008.5

  This paper reports results obtained in a study on the palladium-catalyzed hydrostannation of substituted propargyl alcohols with the bulky trineophyltin hydride (1). The reaction of 1 with 10 propargyl alcohols containing one up to three substituents, was carried out in THF at room temperature leading to the corresponding allylstannanes following in all cases a syn addition stereochemistry. These additions took place in good to excellent yields and, mostly, with a high degree of stereoselectivity. The results obtained suggest that the observed alpha/beta regioselectivity might be ascribed to the steric bulk of the proximal substituents rather than to electronic effects. Full (1)H-, (13)C-, and (119)Sn NMR characteristics are included. (C) 2008 Elsevier B.V. All rights reserved.