(1S,4R,5R)-4-methyl-3-oxabicyclo<3.2.0>heptan-2-one | 125224-57-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (1S,4R,5R)-4-methyl-3-oxabicyclo<3.2.0>heptan-2-one
• 英文别名: endo-4-Methyl-3-oxybicyclo<3.2.0>heptan-2-on；(1S,4R,5R)-4-methyl-3-oxabicyclo[3.2.0]heptan-2-one
• CAS: 125224-57-9
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: IYRXNPAPOIUBSX-SRQIZXRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙烯 、 (R)-β-angelica lactone 以 乙醚 为溶剂， 反应 1.0h， 生成 (1S,4R,5R)-4-methyl-3-oxabicyclo<3.2.0>heptan-2-one 、 exo-4-methyl-3-oxabicyclo<3.2.0>heptan-2-one
  参考文献：
  名称：

  Stereoselective |2+2| photocycloaddition of chiral 2(5H)-furanones to alkenes

  摘要：

  The steric and stereoelectronic dependence of the diastereoselectivity in the photochemical \2 + 2\ cycloaddition of chiral 2(5H)-furanones to alkenes is investigated to prepare eventually cyclobutanic natural products. It is shown that the alkenes approach to different chiral 5-substituted 2(5H)-furanones mainly by the less hindered side.

  DOI：

  10.1016/s0957-4166(00)80035-x

文献信息

• Stereoselective |2+2| photocycloaddition of chiral 2(5H)-furanones to alkenes
  作者：Ramón Alibés、José L. Bourdelande、Josep Font

  DOI：10.1016/s0957-4166(00)80035-x

  日期：1991.1

  The steric and stereoelectronic dependence of the diastereoselectivity in the photochemical \2 + 2\ cycloaddition of chiral 2(5H)-furanones to alkenes is investigated to prepare eventually cyclobutanic natural products. It is shown that the alkenes approach to different chiral 5-substituted 2(5H)-furanones mainly by the less hindered side.