(Z)-[2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)vinyl]butyltelluride | 1052703-56-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-[2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)vinyl]butyltelluride
• 英文别名: Z-[2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)-vinyl]butyltelluride；8-[(Z)-2-butyltellanylethenyl]-1,4-dioxaspiro[4.5]dec-7-ene
• CAS: 1052703-56-6
• 化学式: C₁₄H₂₂O₂Te
• 分子量: 349.927
• InChiKey: MCHKYARQCKBHMM-SDQBBNPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  8-ethynyl-1,4-dioxaspiro[4.5]dec-7-ene 、 二丁基二碲 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以82%的产率得到(Z)-[2-(1,4-dioxaspiro[4,5]dec-7-en-8-yl)vinyl]butyltelluride
  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

文献信息

• Two-Step Regio- and Stereoselective Synthesis of <i>cis</i>-Vinylstannanes
  作者：Paul Malek Mirzayans、Rebecca H. Pouwer、Craig M. Williams

  DOI：10.1021/ol801251m

  日期：2008.9.1

  Herein we describe a novel stereoselective synthesis of cis-vinylstannanes employing the widely established Li/Te exchange pathway. In contrast to previously reported methods of cis-selective hydrostannation (i.e., ZrCl4), this method demonstrates compatibility toward oxygenated substrates.
• Synthesis of cis-vinyltrimethylstannanes and cis-vinylpinacolboronates in a two-step highly regio and stereoselective process
  作者：Paul Malek Mirzayans、Rebecca H. Pouwer、Craig M. Williams、Paul V. Bernhardt

  DOI：10.1016/j.tet.2009.06.092

  日期：2009.9

  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