methyl (E)-6-methoxy-2-hexenoate | 91020-90-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (E)-6-methoxy-2-hexenoate
• 英文别名: methyl (E)-6-methoxyhex-2-enoate
• CAS: 91020-90-5
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: YJVAAFGUXCZLGN-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (E)-6-methoxy-2-hexenoate 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 54.0h， 生成 (2S,3S,3aR)-2-((S)-1-Hydroxy-3-methoxy-propyl)-hexahydro-isoxazolo[2,3-a]pyridine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Diastereofacial Selectivity in the Cycloaddition of Nitrones to (E)-γ-Oxygenated α,β-Unsaturated Esters

  摘要：

  The 1,3-dipolar cycloadditions of nitrones 1 and 2 to a series of 1,2-disubstituted electron-deficient olefins bearing an allylic stereocenter, 4-8, are reported. The synlanti stereochemistry of the major endo adducts may be rationalized through the Houk transition-state model, but the possibility of intramolecular hydrogen bonding must be taken into account. In the case of the minor exo adducts the syn stereochemistry always predominates.

  DOI：

  10.1021/jo960960x
• 作为产物：
  描述：

  4-甲氧基丁醛 、 甲氧羰基亚甲基三苯基正膦 反应 2.0h， 生成 methyl (E)-6-methoxy-2-hexenoate
  参考文献：
  名称：

  Diastereofacial Selectivity in the Cycloaddition of Nitrones to (E)-γ-Oxygenated α,β-Unsaturated Esters

  摘要：

  The 1,3-dipolar cycloadditions of nitrones 1 and 2 to a series of 1,2-disubstituted electron-deficient olefins bearing an allylic stereocenter, 4-8, are reported. The synlanti stereochemistry of the major endo adducts may be rationalized through the Houk transition-state model, but the possibility of intramolecular hydrogen bonding must be taken into account. In the case of the minor exo adducts the syn stereochemistry always predominates.

  DOI：

  10.1021/jo960960x

文献信息

• A simple synthetic route to substituted cyclopentenolones
  作者：Richard T. Brown、Walter P. Blackstock、Mark Wingfield

  DOI：10.1016/s0040-4039(01)90053-x

  日期：——

  Preparation of novel cyclopent-3-ene-1,2-dione dimers from γ-substituted crotonate esters and dimethyl oxalate by vinylogous double Claisen condensations has given access to a series of polyfunctional cyclopentane derivatives potentially useful in synthesis.

  通过乙烯基双克莱森缩合反应由γ-取代的巴豆酸酯和草酸二甲酯制备新型的环戊-3-烯-1,2-二酮二聚体，可以得到一系列潜在地可用于合成的多官能环戊烷衍生物。
• Diastereofacial Selectivity in the Cycloaddition of Nitrones to (<i>E</i>)-γ-Oxygenated α,β-Unsaturated Esters
  作者：Félix Busqué、Pedro de March、Marta Figueredo、Josep Font、Montserrat Monsalvatje、Albert Virgili、Ángel Álvarez-Larena、Juan F. Piniella

  DOI：10.1021/jo960960x

  日期：1996.1.1

  The 1,3-dipolar cycloadditions of nitrones 1 and 2 to a series of 1,2-disubstituted electron-deficient olefins bearing an allylic stereocenter, 4-8, are reported. The synlanti stereochemistry of the major endo adducts may be rationalized through the Houk transition-state model, but the possibility of intramolecular hydrogen bonding must be taken into account. In the case of the minor exo adducts the syn stereochemistry always predominates.