(1RS,2SR)-6,6-dimethyl-1-phenyl-2-vinyl-5,7-dioxaspiro[2.5]octane-4,8-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1RS,2SR)-6,6-dimethyl-1-phenyl-2-vinyl-5,7-dioxaspiro[2.5]octane-4,8-dione
• 英文别名: (1R,2S)-1-ethenyl-6,6-dimethyl-2-phenyl-5,7-dioxaspiro[2.5]octane-4,8-dione
• 化学式: C₁₆H₁₆O₄
• 分子量: 272.301
• InChiKey: BAWMAZHKBHAXHP-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2E)-4-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)-4-phenylbut-2-enyl acetate 在 二(氰基苯)二氯化钯 ytterbium(III) triflate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以71%的产率得到(1RS,2SR)-6,6-dimethyl-1-phenyl-2-vinyl-5,7-dioxaspiro[2.5]octane-4,8-dione
  参考文献：
  名称：

  Sequential Rh(I)/Pd-Catalyzed 1,4-Addition/Intramolecular Allylation:  Stereocontrolled Construction of γ-Butyrolactones and Cyclopropanes

  摘要：

  The rhodium-catalyzed conjugate addition of functionalized vinyltin reagents to alkylidene Meldrum's acids, followed by Pd-catalyzed intramolecular allylation, is a direct entry into vinyl-substituted gamma-lactones via O-alkylation and vinylcyclopropanes via C-alkylation.

  DOI：

  10.1021/ol702613f

文献信息

• Sequential Rh(I)/Pd-Catalyzed 1,4-Addition/Intramolecular Allylation:  Stereocontrolled Construction of γ-Butyrolactones and Cyclopropanes
  作者：Eric Fillion、Sébastien Carret、Lauren G. Mercier、Vincent É. Trépanier

  DOI：10.1021/ol702613f

  日期：2008.2.1

  The rhodium-catalyzed conjugate addition of functionalized vinyltin reagents to alkylidene Meldrum's acids, followed by Pd-catalyzed intramolecular allylation, is a direct entry into vinyl-substituted gamma-lactones via O-alkylation and vinylcyclopropanes via C-alkylation.