(2E,7E)-1-(Benzyloxy)-5,5-dicarboethoxy-2,7,9-decatriene | 159428-58-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2E,7E)-1-(Benzyloxy)-5,5-dicarboethoxy-2,7,9-decatriene
• 英文别名: diethyl 2-[(2E)-penta-2,4-dienyl]-2-[(E)-4-phenylmethoxybut-2-enyl]propanedioate
• CAS: 159428-58-7
• 化学式: C₂₃H₃₀O₅
• 分子量: 386.488
• InChiKey: LZGTYDJPVLETGR-FREZGGHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2E,7E)-1-(Benzyloxy)-5,5-dicarboethoxy-2,7,9-decatriene 在 2,2'-联吡啶 、 iron(III)-acetylacetonate 、 三乙基铝 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 12.0h， 生成 (3R,4R)-3-Allyl-4-[1,3]dioxolan-2-ylmethyl-cyclopentane-1,1-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Catalytic Iron-Mediated Triene Carbocyclizations: Stereoselective Five-Membered Ring Forming Carbocyclizations

  摘要：

  The full details of investigations into the regiochemistry and stereochemistry of iron-catalyzed carbocyclizations of 2,7,9-decatriene derivatives to form five-membered carbocyclic ring systems are described. The roles of the allylic substituent, the alkene geometry, diene substitution, and the influence of resident stereogenic centers incorporated in the tether chain connecting the reacting 1,3-diene and alkene subunits are discussed.

  DOI：

  10.1021/jo00102a016
• 作为产物：
  描述：

  (E)-4-(benzyloxy)-2-buten-1-ol 在 四溴化碳 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 15.25h， 生成 (2E,7E)-1-(Benzyloxy)-5,5-dicarboethoxy-2,7,9-decatriene
  参考文献：
  名称：

  Catalytic Iron-Mediated Triene Carbocyclizations: Stereoselective Five-Membered Ring Forming Carbocyclizations

  摘要：

  The full details of investigations into the regiochemistry and stereochemistry of iron-catalyzed carbocyclizations of 2,7,9-decatriene derivatives to form five-membered carbocyclic ring systems are described. The roles of the allylic substituent, the alkene geometry, diene substitution, and the influence of resident stereogenic centers incorporated in the tether chain connecting the reacting 1,3-diene and alkene subunits are discussed.

  DOI：

  10.1021/jo00102a016

文献信息

• Catalytic cobalt-mediated reductive carbocyclizations
  作者：James M. Takacs、Steven J. Mehrman

  DOI：10.1016/0040-4039(96)00421-2

  日期：1996.4

  The cobalt-catalyzed cyclization of certain acyclic enediene substrates proceeds stereoselectively to afford substituted divinyl cyclopentanes and cyclohexanes in good yield. A variation, involving a substrate wherein a suitably disposed alkyne separates the reacting alkene and 1,3-diene partners, affords a novel cascade cyclization product.

  某些无环烯二烯底物的钴催化环化选择性进行，以高收率得到取代的二乙烯基环戊烷和环己烷。涉及底物的变体提供了新颖的级联环化产物，其中适当安置的炔烃将反应的烯烃和1，3-二烯配偶体分开。
• Catalytic Iron-Mediated Triene Carbocyclizations: Stereoselective Five-Membered Ring Forming Carbocyclizations
  作者：James M. Takacs、Young-Chan Myoung、Lawrence G. Anderson

  DOI：10.1021/jo00102a016

  日期：1994.11

  The full details of investigations into the regiochemistry and stereochemistry of iron-catalyzed carbocyclizations of 2,7,9-decatriene derivatives to form five-membered carbocyclic ring systems are described. The roles of the allylic substituent, the alkene geometry, diene substitution, and the influence of resident stereogenic centers incorporated in the tether chain connecting the reacting 1,3-diene and alkene subunits are discussed.