2-(buta-1,3-dienyl)-1,3,5-trimethoxybenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(buta-1,3-dienyl)-1,3,5-trimethoxybenzene
• 英文别名: 2-[(1E)-buta-1,3-dienyl]-1,3,5-trimethoxybenzene
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: DXZZITOCRKBJET-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(2,4,6-三甲氧基苯基)-2-丙炔-1-醇 在 copper(l) iodide 、 Mo(CO)3(CN-t-Bu)3 、 二异丙胺 、 对苯二酚 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 2-(buta-1,3-dienyl)-1,3,5-trimethoxybenzene
  参考文献：
  名称：

  Syntheses and Synthetic Applications of Stannylated Allylic Alcohols

  摘要：

  Allenyl carbinols undergo regioselective hydrostannation in the presence of MoBl(3), a catalyst originally developed for the hydrostannation of alkynes, giving rise to allyl stannanes, These allyl stannanes can easily be converted into useful synthetic building blocks such as allyl iodides or vinyl epoxides.

  DOI：

  10.1021/jo052611l

文献信息

• Molybdenum-Catalyzed Synthesis of Stannylated Allylic Alcohol Derivatives and Their Synthetic Applications
  作者：Uli Kazmaier、Sandra Dörrenbächer、Alexander Wesquet、Simon Lucas、Manuela Kummeter

  DOI：10.1055/s-2006-958940

  日期：2007.1

  Mo(CO)3(CNt-Bu)3 (MoBI3) was found to be a suitable catalyst for the regioselective hydrostannation of several types of alkynes, especially propargyl alcohol derivatives, affording preferentially the a-stannylated products. If propargylic acetates are used, the stannylated allylic acetates produced are suitable substrates for Pd-catalyzed allylic alkylations. Allenyl carbinols also undergo regioselec-

  Mo(CO)3(CNt-Bu)3 (MoBI3) 被发现是一种合适的催化剂，可用于几种类型的炔烃，尤其是炔丙醇衍生物的区域选择性氢化锡化，优先提供α-甲锡烷基化产物。如果使用炔丙基乙酸酯，则产生的亚烷基化烯丙基乙酸酯是用于 Pd 催化的烯丙基烷基化的合适底物。在存在 MoBI3 的情况下，烯丙醇也会发生区域选择性氢化锡化反应，因为烯丙醇比炔烃更具反应性，因此更温和的反应条件是可能的。烯丙基锡烷优先形成，可以很容易地转化为烯丙基碘化物或乙烯基环氧化物。
• Electrochemical selenium- and iodonium-initiated cyclisation of hydroxy-functionalised 1,4-dienes
  作者：Philipp Röse、Steffen Emge、Jun-ichi Yoshida、Gerhard Hilt

  DOI：10.3762/bjoc.11.18

  日期：——

  The cobalt(I)-catalysed 1,4-hydrovinylation reaction of allyloxytrimethylsilane and allyl alcohol with substituted 1,3-dienes leads to hydroxy-functionalised 1,4-dienes in excellent regio- and diastereoselective fashion. Those 1,4-dienols can be converted into tetrahydrofuran and pyran derivatives under indirect electrochemical conditions generating selenium or iodonium cations. The reactions proceed in good yields and regioselectivities for the formation of single diastereomers.

  钴(I)催化的烯丙氧基三甲基硅烷和烯丙醇与取代的1,3-二烯烃发生1,4-羟基加成反应，以极好的区域和对映选择性形成羟基功能化的1,4-二烯烃。这些1,4-二烯醇可以在间接电化学条件下转化为产生硒或碘鎓阳离子的四氢呋喃和吡喃衍生物。这些反应以良好的产率和区域选择性进行，形成单对映异构体。
• Syntheses and Synthetic Applications of Stannylated Allylic Alcohols
  作者：Uli Kazmaier、Simon Lucas、Manuela Klein

  DOI：10.1021/jo052611l

  日期：2006.3.1

  Allenyl carbinols undergo regioselective hydrostannation in the presence of MoBl(3), a catalyst originally developed for the hydrostannation of alkynes, giving rise to allyl stannanes, These allyl stannanes can easily be converted into useful synthetic building blocks such as allyl iodides or vinyl epoxides.