trans-3-benzenesulfonylmethyl-4-bromomethyl-5,5-diisopropyldihydro-2(3H)-furanone

• 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: trans-3-benzenesulfonylmethyl-4-bromomethyl-5,5-diisopropyldihydro-2(3H)-furanone
• 英文别名: 3-(benzenesulfonylmethyl)-4-(bromomethyl)-5,5-di(propan-2-yl)oxolan-2-one
• 化学式: C₁₈H₂₅BrO₄S
• 分子量: 417.364
• InChiKey: BGFGVVYCXJQJSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  60.44
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3-Isopropyl-4-methyl-1-penten-3-ol 在 吡啶 、 正丁基锂 作用下， 以 乙醚 、 乙腈 为溶剂， 生成 trans-3-benzenesulfonylmethyl-4-bromomethyl-5,5-diisopropyldihydro-2(3H)-furanone
  参考文献：
  名称：

  γ-Lactone Formation in the Addition of Benzenesulfonyl Bromide to Diene and Enyne Esters

  摘要：

  The gem-dialkyl effect has been used to promote the formation of functionalized gamma-lactones in the addition of benzenesulfonyl bromide to diene and enyne esters. Introduction of 3 mol % of pyridine into the reactions increases the yields of lactones produced from tertiary esters. Formation of the C-alpha-C-beta bond of gamma-lactones has been achieved in both C-alpha-->C beta and C-beta-->C-alpha radical cyclization directions.

  DOI：

  10.1021/jo982388a

文献信息

• γ-Lactone Formation in the Addition of Benzenesulfonyl Bromide to Diene and Enyne Esters
  作者：Chen Wang、Glen A. Russell

  DOI：10.1021/jo982388a

  日期：1999.3.1

  The gem-dialkyl effect has been used to promote the formation of functionalized gamma-lactones in the addition of benzenesulfonyl bromide to diene and enyne esters. Introduction of 3 mol % of pyridine into the reactions increases the yields of lactones produced from tertiary esters. Formation of the C-alpha-C-beta bond of gamma-lactones has been achieved in both C-alpha-->C beta and C-beta-->C-alpha radical cyclization directions.