(E)-methyl 6-(dimethylphenylsilyl)-3,3,6-trimethyl-10-phenyl-7-decenoate | 1378249-86-5

• 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: (E)-methyl 6-(dimethylphenylsilyl)-3,3,6-trimethyl-10-phenyl-7-decenoate
• 英文别名: methyl (E,6S)-6-[dimethyl(phenyl)silyl]-3,3,6-trimethyl-10-phenyldec-7-enoate
• CAS: 1378249-86-5
• 化学式: C₂₈H₄₀O₂Si
• 分子量: 436.71
• InChiKey: JYWLRMNAQPECOZ-YAUXARCYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.92
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  3,3-二甲基-4-戊烯酸甲酯 在 potassium methanolate 、 copper (I) acetate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 9.0h， 生成 (E)-methyl 6-(dimethylphenylsilyl)-3,3,6-trimethyl-10-phenyl-7-decenoate
  参考文献：
  名称：

  Reversible 1,3-anti/syn-Stereochemical Courses in Copper-Catalyzed γ-Selective Allyl–Alkyl Coupling between Chiral Allylic Phosphates and Alkylboranes

  摘要：

  The stereochemical courses of the copper-catalyzed allyl-alkyl coupling between enantioenriched chiral allylic phosphates and alkylboranes were switchable between 1,3-anti and 1,3-syn selectivities by the choice of solvents and achiral alkoxide bases with different steric demands. The reactions with gamma-silylated allylic phosphates allow efficient synthesis of enantioenriched chiral allylsilanes with tertiary or quaternary carbon stereogenic centers. Cyclic and acyclic bimodal participation of alkoxyborane species in an organocopper addition-elimination sequence is proposed to account for the phenomenon of the anti/syn-stereochemical reversal.

  DOI：

  10.1021/ja302520h