(4S,5S)-2-amino-1,3-diisopropyl-4,5-diphenyl-1,3,2-diazaphospholidine 2-oxide | 1228099-26-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (4S,5S)-2-amino-1,3-diisopropyl-4,5-diphenyl-1,3,2-diazaphospholidine 2-oxide
• CAS: 1228099-26-0
• 化学式: C₂₀H₂₈N₃OP
• 分子量: 357.436
• InChiKey: QKZUIGJRDZHTKY-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.57
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (4S,5S)-2-amino-1,3-diisopropyl-4,5-diphenyl-1,3,2-diazaphospholidine 2-oxide 在 四氯化钛 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 79.25h， 生成
  参考文献：
  名称：

  Asymmetric synthesis of β′-amino-α,β-enones via addition of α,β-unsaturated ketone-derived enolates to chiral N-phosphonyl imines

  摘要：

  Efficient asymmetric Mannich addition reactions between alpha,beta-unsaturated ketone derived enolates and N-phosphonyl imines were reported. These reactions could proceed smoothly for a variety of imine substrates with good (up to 96%) chemical yields and excellent diastereoselectivities (up to 98:2 dr). The method reported in this work provides an easy access to chiral beta'-amino-alpha,beta-enones. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.005

文献信息

• Asymmetric synthesis of α-alkenyl homoallylic primary amines via 1,2-addition of Grignard reagent to α,β-unsaturated phosphonyl imines
  作者：Yiwen Xiong、Haibo Mei、Chen Xie、Jianlin Han、Guigen Li、Yi Pan

  DOI：10.1039/c3ra42927j

  日期：——

  A series of chiral N-phosphonyl protected alpha-alkenyl homoallylic primary amines were synthesized by asymmetric addition of allylmagnesium bromide Grignard reagent towards chiral alpha,beta-unsaturated imines. Only 1,2-adduct was obtained for all the imines with good yields and excellent diastereoselectivities. The chiral auxiliary could be easily removed under simple conditions, giving free multiple

  通过将烯丙基溴化镁格氏试剂向手性α，β-不饱和亚胺不对称加成，合成了一系列手性N-膦酰基保护的α-烯基均烯丙基伯胺。所有亚胺仅获得1,2-加合物，具有良好的收率和优异的非对映选择性。手性助剂可以在简单条件下轻松除去，从而得到游离的多种官能化伯胺。