4-(Allyloxy)-2-buten-1-ol | 29291-67-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(Allyloxy)-2-buten-1-ol
• 英文别名: 4-allyloxy-but-2-en-1-ol；Allyl-4-hydroxy-but-2-enyl-ether；4-[(Prop-2-en-1-yl)oxy]but-2-en-1-ol；4-prop-2-enoxybut-2-en-1-ol
• CAS: 29291-67-6
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: SROHPBMGBBQICW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(Allyloxy)-2-buten-1-ol 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 lithium bromide 、 copper(ll) bromide 作用下， 以 乙醚 、 溶剂黄146 为溶剂， 反应 20.0h， 生成 4-[1-Bromo-2-(2,3-dibromo-propoxy)-ethyl]-3-[1-bromo-eth-(Z)-ylidene]-dihydro-furan-2-one
  参考文献：
  名称：

  Palladium-Templated Regio- and Stereoselective Cyclization of 2'-Alkenyl 2-Alkynoates and Its Synthetic Applications

  摘要：

  2'-Alkenyl 2-alkynoates undergo facile stereoselective cyclization to alpha-(haloalkylidene)-gamma-butyrolactones upon treatment with a catalytic amount of palladium complex in the presence of CuX(2) and LiX. When an alkyl group is introduced to the 1'-position of the alkenyl group, unsubstituted 2-propynoates mainly give trans-beta, gamma-disubstituted gamma-lactones, and substituted 2-propynoates afford cis-beta,gamma-disubstituted gamma-lactones. Further elaborations of the halogen atoms and the synthesis of A-factor using this method are exemplified.

  DOI：

  10.1021/jo00110a018
• 作为产物：
  描述：

  顺式-1,2-二羟甲基乙烯 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 以50 %的产率得到4-(Allyloxy)-2-buten-1-ol
  参考文献：
  名称：

  JP2023162973A

  摘要：

  公开号：

文献信息

• Formation of Polycyclic Lactones through a Ruthenium-Catalyzed Ring-Closing Metathesis/Hetero-Pauson–Khand Reaction Sequence
  作者：David F. Finnegan、Marc L. Snapper

  DOI：10.1021/jo200359c

  日期：2011.5.20

  form multiple carbon–carbon bonds in one operation can generate molecular complexity quickly and therefore be used to shorten syntheses of desirable molecules. We selected the hetero-Pauson–Khand (HPK) cycloaddition and ring-closing metathesis (RCM) as two unique carbon–carbon bond-forming reactions that could be united in a tandem ruthenium-catalyzed process. In doing so, complex polycyclic products

  在一次操作中形成多个碳-碳键的过程会迅速产生分子复杂性，因此可用于缩短所需分子的合成。我们选择异质-鲍森-坎德（HPK）环加成和闭环复分解（RCM）作为两个独特的碳-碳键形成反应，可以在串联钌催化的过程中结合在一起。这样做，可以使用单一钌添加剂在一个反应​​容器中从无环前体中获得复杂的多环产物，该钌添加剂可以顺序催化两种机理上不同的转化。
• Microwave-promoted tandem reactions for the synthesis of bicyclic γ-lactams
  作者：Fiona I. McGonagle、Lindsay Brown、Andrew Cooke、Andrew Sutherland

  DOI：10.1016/j.tetlet.2011.02.089

  日期：2011.5

  A microwave-promoted three-step tandem process for the synthesis of bicyclic gamma-lactams is developed. In all cases examined this led to significantly faster tandem processes producing the bicyclic gamma-lactams more cleanly and reproducibly compared to standard thermal conditions. (C) 2011 Elsevier Ltd. All rights reserved.
• Palladium-Templated Regio- and Stereoselective Cyclization of 2'-Alkenyl 2-Alkynoates and Its Synthetic Applications
  作者：Jianguo Ji、Chunming Zhang、Xiyan Lu

  DOI：10.1021/jo00110a018

  日期：1995.3

  2'-Alkenyl 2-alkynoates undergo facile stereoselective cyclization to alpha-(haloalkylidene)-gamma-butyrolactones upon treatment with a catalytic amount of palladium complex in the presence of CuX(2) and LiX. When an alkyl group is introduced to the 1'-position of the alkenyl group, unsubstituted 2-propynoates mainly give trans-beta, gamma-disubstituted gamma-lactones, and substituted 2-propynoates afford cis-beta,gamma-disubstituted gamma-lactones. Further elaborations of the halogen atoms and the synthesis of A-factor using this method are exemplified.
• JP2023162973A
  申请人：——

  公开号：——

  公开（公告）日：——