1-[(1S,6R)-6-vinyl-3-methylcyclohex-3-enyl]-2-bromo-1-ethanone | 1240300-63-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(1S,6R)-6-vinyl-3-methylcyclohex-3-enyl]-2-bromo-1-ethanone
• 英文别名: 2-bromo-1-[(1S,6R)-6-ethenyl-3-methylcyclohex-3-en-1-yl]ethanone
• CAS: 1240300-63-3
• 化学式: C₁₁H₁₅BrO
• 分子量: 243.143
• InChiKey: VGOFAEWUFQSMII-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[(1S,6R)-6-vinyl-3-methylcyclohex-3-enyl]-2-bromo-1-ethanone 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 以37%的产率得到trans-3-methylbicyclo[4.4.0]dec-3-en-10-one
  参考文献：
  名称：

  Reactions of stereocontrolled intramolecular carbocyclization of levoglucosenone adduct with isoprene

  摘要：

  An intramolecular carbocyclization was found of levoglucosenone adduct with isoprene providing a fused cyclobutane. The intramolecular oxacyclization of the adduct was performed under the treatment with I(2), H(3)PO(4), SOCl(2), and Pd/C leading to 1,4-epoxide. Methods were developed of radical and anionic (by Ferrier method) transformation of the adduct into chiral trans- and cis-decalins.

  DOI：

  10.1134/s1070428010020144
• 作为产物：
  描述：

  1-[(1S,6R)-6-vinyl-3-methylcyclohex-3-enyl]-2-hydroxy-1-ethanone 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以90%的产率得到1-[(1S,6R)-6-vinyl-3-methylcyclohex-3-enyl]-2-bromo-1-ethanone
  参考文献：
  名称：

  Reactions of stereocontrolled intramolecular carbocyclization of levoglucosenone adduct with isoprene

  摘要：

  An intramolecular carbocyclization was found of levoglucosenone adduct with isoprene providing a fused cyclobutane. The intramolecular oxacyclization of the adduct was performed under the treatment with I(2), H(3)PO(4), SOCl(2), and Pd/C leading to 1,4-epoxide. Methods were developed of radical and anionic (by Ferrier method) transformation of the adduct into chiral trans- and cis-decalins.

  DOI：

  10.1134/s1070428010020144