三丁基(环戊氧基)锡烷 | 61612-50-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 中文名称: 三丁基(环戊氧基)锡烷
• 英文名称: Tributyl(cyclopentyloxy)stannane
• CAS: 61612-50-8
• 化学式: C₁₇H₃₆OSn
• 分子量: 375.182
• InChiKey: NHSADIYPGXGYAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.29
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  三丁基(环戊氧基)锡烷 在 NO{BF₄} 作用下， 以 二氯甲烷 为溶剂， 生成 环戊酮
  参考文献：
  名称：

  Olah, G. A.; Ho, T. L., Synthesis

  摘要：

  DOI：

文献信息

• Chemistry of silylketenes: a simple preparation of α-silyl-α-stannylacetic esters and their stereoselective Reformatsky-type reaction with aldehydes or aldimines
  作者：Shuji Akai、Yasunori Tsuzuki、Satoshi Matsuda、Shinji Kitagaki、Yasuyuki Kita

  DOI：10.1039/p19920002813

  日期：——

  Silylketenes 1a, b reacted smoothly with alkoxystannanes 3 to give the corresponding alpha-silyl-alpha-stannylacetates 4 almost quantitatively. Treatment of 4 with TiCl4 caused selective cleavage of the C-Sn bond to bring about Reformatsky-type reaction with aldehydes 6 giving beta-hydroxy-alpha-silyl esters 7. These two steps were carried out by one-pot operation, and variously substituted compounds 7 were obtained with high syn-selectivity (52-> 96% d.e.) in 41-89% yields. A similar one-pot procedure starting from la-c, 3, and aldimines 11 also provided the corresponding beta-amino-alpha-silyl esters 12 with excellent syn-selectivity (greater-than-or-equal-to 96% d.e.) in 64-94% yields. Stereocontrolled preparation of both (E)- and (Z)-alpha,beta-unsaturated esters 8 and a syn-amino diol derivative 17 from syn-7 and syn-12, respectively, is also described.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Comp.12, 1.4.1.1.1.5.2.1.6, page 64 - 69
  作者：

  DOI：——

  日期：——