1-(2-methoxyvinyl)cyclohex-1-ene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-methoxyvinyl)cyclohex-1-ene
• 英文别名: 1-(2-Methoxyethenyl)cyclohexene；1-(2-methoxyethenyl)cyclohexene
• 化学式: C₉H₁₄O
• 分子量: 138.21
• InChiKey: OBSURRAANCYFMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  10.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  乙醛酸乙酯 、 1-(2-methoxyvinyl)cyclohex-1-ene 在 (R_a)-4-hydroxy-2,6-diphenyldinaphtho[1,3,2]dioxaphosphepine 4-oxide 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以75%的产率得到(1S,3S,8aS)-ethyl 3,5,6,7,8,8a-hexahydro-3-methoxy-1H-isochromene-1-carboxylate
  参考文献：
  名称：

  Chiral Phosphoric Acid-Governed Anti-Diastereoselective and Enantioselective Hetero-Diels−Alder Reaction of Glyoxylate

  摘要：

  A highly enantioselective anti-diastereoselective hetero-Diets-Alder reaction between a glyoxylate and siloxy- or methoxydienes using a chiral phosphoric acid catalyst that possesses less bulky phenyl groups at the 3 and 3' positions of binaphthyl has been developed. The diastereoselectivities presented are disparate to those previously reported for hetero-Diets-Alder reactions catalyzed by a chiral Lewis acid.

  DOI：

  10.1021/ja904749x

文献信息

• Nickel(II)-Catalyzed Borylation of Alkenyl Methyl Ethers via C–O Bond Cleavage
  作者：Xiaodong Qiu、Yangyang Li、Li Zhou、Peishan Chen、Fan Li、Yanan Zhang、Yong Ling

  DOI：10.1021/acs.orglett.0c02236

  日期：2020.8.21

  A new protocol has been developed for the borylation of conjugated alkenyl methyl ethers using B2Pin2 via C–O bond cleavage catalyzed by Ni(II). In this cross-coupling reaction, both E/Z isomers of alkenyl ethers are converted into (E)-alkenyl boronic esters with good reactivity. This transformation exhibits high chemoselectivity in the presence of competitive C–O bonds such as aryl ether, ester, amide

  已经开发了一种新的协议，用于使用B 2 Pin 2通过Ni（II）催化的C–O键断裂来使共轭烯基甲基醚硼化。在这种交叉偶联反应中，烯基醚的两个E / Z异构体都被转化为具有良好反应性的（E）-烯基硼酸酯。在竞争性的C–O键（例如芳基醚，酯，酰胺和硫醚基团）的存在下，这种转变表现出高化学选择性，从而为构建各种硼酸烯基酯提供了一种新方法。
• Chiral Phosphoric Acid-Governed Anti-Diastereoselective and Enantioselective Hetero-Diels−Alder Reaction of Glyoxylate
  作者：Norie Momiyama、Hideaki Tabuse、Masahiro Terada

  DOI：10.1021/ja904749x

  日期：2009.9.16

  A highly enantioselective anti-diastereoselective hetero-Diets-Alder reaction between a glyoxylate and siloxy- or methoxydienes using a chiral phosphoric acid catalyst that possesses less bulky phenyl groups at the 3 and 3' positions of binaphthyl has been developed. The diastereoselectivities presented are disparate to those previously reported for hetero-Diets-Alder reactions catalyzed by a chiral Lewis acid.