(Z)-2-[2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)vinyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | 1192488-90-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-2-[2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)vinyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 英文别名: 2-[(Z)-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)ethenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1192488-90-6
• 化学式: C₁₆H₂₅BO₄
• 分子量: 292.183
• InChiKey: NEFSOSHWDCQWMB-YFHOEESVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异丙醇频哪醇硼酸酯 、 (Z)-[2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)vinyl]butyltelluride 在 正丁基锂 作用下， 以 hexanes 、 乙醚 为溶剂， 以72%的产率得到(Z)-2-[2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)vinyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  Synthesis of cis-vinyltrimethylstannanes and cis-vinylpinacolboronates in a two-step highly regio and stereoselective process

  摘要：

  A highly efficient two-step regio and stereoselective method for the synthesis of both cis-vinyltrimethylstannanes and cis-vinylpinacolboronates is described. This method takes advantage of the known lithium/tellurium exchange pathway providing a versatile alternative to known literature methods The methodology presented demonstrates compatibility, for example, with substrates bearing oxygen functionality in comparison to previously reported methods of cis-selective hydrostannylation (i.e., ZrCl4) (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2009.06.092