(2R)-4,4-diphenyl-2-propan-2-ylpyrrolidine | 1351224-24-2

• 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: (2R)-4,4-diphenyl-2-propan-2-ylpyrrolidine
• CAS: 1351224-24-2
• 化学式: C₁₉H₂₃N
• 分子量: 265.398
• InChiKey: HCUNOLKJNWJUES-GOSISDBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-amino-2,2-diphenyl-5-methylhex-4-ene 在 [Li(THF)₄][Y(CH₂SiMe₃)₄] 、 R-N,N'-二苄基联萘胺 作用下， 以 C₇D₈ 为溶剂， 生成 (2R)-4,4-diphenyl-2-propan-2-ylpyrrolidine 、
  参考文献：
  名称：

  Catalytic, Enantioselective Intramolecular Hydroamination of Primary Amines Tethered to Di- and Trisubstituted Alkenes

  摘要：

  The in situ preparation of chiral amido alkyl ate yttrium complexes from an array of chiral N-benzyl-like-substituted binaphthyldiamines is reported. These chiral heteroleptic complexes are shown to be efficient catalysts for the enantioselective intramolecular hydroamination of primary amines tethered to sterically demanding alkenes at high reaction temperatures. Fine tuning of their chiral environment allowed up to 77% ee to be reached for the cyclization of aminoalkenes bearing 1,2-dialkyl-substituted carbon-carbon double bonds. These chiral complexes also demonstrate the ability to promote the cyclization of amine-tethered trisubstituted alkenes in up to 55% ee, as the first report of the formation of enantioenriched quaternary centers by an hydroamination reaction.

  DOI：

  10.1021/jo202009q

文献信息

• Catalytic, Enantioselective Intramolecular Hydroamination of Primary Amines Tethered to Di- and Trisubstituted Alkenes
  作者：Yulia Chapurina、Houssein Ibrahim、Régis Guillot、Emilie Kolodziej、Jacqueline Collin、Alexander Trifonov、Emmanuelle Schulz、Jérôme Hannedouche

  DOI：10.1021/jo202009q

  日期：2011.12.16

  The in situ preparation of chiral amido alkyl ate yttrium complexes from an array of chiral N-benzyl-like-substituted binaphthyldiamines is reported. These chiral heteroleptic complexes are shown to be efficient catalysts for the enantioselective intramolecular hydroamination of primary amines tethered to sterically demanding alkenes at high reaction temperatures. Fine tuning of their chiral environment allowed up to 77% ee to be reached for the cyclization of aminoalkenes bearing 1,2-dialkyl-substituted carbon-carbon double bonds. These chiral complexes also demonstrate the ability to promote the cyclization of amine-tethered trisubstituted alkenes in up to 55% ee, as the first report of the formation of enantioenriched quaternary centers by an hydroamination reaction.