2-(2'-diphenylhydroxymethyl)phenyl-(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazoline | 1196988-72-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2-(2'-diphenylhydroxymethyl)phenyl-(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazoline
• 英文别名: [2-[(3aR,8bS)-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazol-2-yl]phenyl]-diphenylmethanol
• CAS: 1196988-72-3
• 化学式: C₂₉H₂₃NO₂
• 分子量: 417.507
• InChiKey: LHIJCFBSGJLJJV-SXOMAYOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯甲酮 、 2-(2'-bromophenyl)-(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazoline 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 以65%的产率得到2-(2'-diphenylhydroxymethyl)phenyl-(3aS,8aR)-3a,8a-dihydro-8H-indeno[1,2-d]oxazoline
  参考文献：
  名称：

  Efficient one-step synthesis of chiral bidentate oxazoline-alcohol ligands via a cyclic imidate ester rearrangement

  摘要：

  Various chiral bidentate oxazoline-alcohol ligands were obtained in a straightforward one-step synthesis via a cyclic imidate ester rearrangement. These chiral ligands were tested and compared in asymmetric diethylzinc additions to aldehydes resulting in selectivities of up to 87% ee. An interesting chirality switch was observed when a CPh2-tether instead of a CH2 was present, offering the opportunity for dual stereocontrol. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.038

文献信息

• Efficient one-step synthesis of chiral bidentate oxazoline-alcohol ligands via a cyclic imidate ester rearrangement
  作者：Timothy Noël、Koen Robeyns、Luc Van Meervelt、Erik Van der Eycken、Johan Van der Eycken

  DOI：10.1016/j.tetasy.2009.07.038

  日期：2009.9

  Various chiral bidentate oxazoline-alcohol ligands were obtained in a straightforward one-step synthesis via a cyclic imidate ester rearrangement. These chiral ligands were tested and compared in asymmetric diethylzinc additions to aldehydes resulting in selectivities of up to 87% ee. An interesting chirality switch was observed when a CPh2-tether instead of a CH2 was present, offering the opportunity for dual stereocontrol. (C) 2009 Elsevier Ltd. All rights reserved.