(R)-2-(pyrrolidin-1-yl)-1,1,2-triphenylethanol | 305831-53-2

• 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: (R)-2-(pyrrolidin-1-yl)-1,1,2-triphenylethanol
• 英文别名: (2R)-1,1,2-triphenyl-2-pyrrolidin-1-ylethanol
• CAS: 305831-53-2
• 化学式: C₂₄H₂₅NO
• 分子量: 343.469
• InChiKey: SMTLMYCQHNQCCZ-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四氢吡咯 、 (S)-2,2,3-triphenyloxirane 在 lithium perchlorate 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以91%的产率得到(R)-2-(pyrrolidin-1-yl)-1,1,2-triphenylethanol
  参考文献：
  名称：

  Structural Optimization of Enantiopure 2-Cyclialkylamino-2-aryl-1,1-diphenylethanols as Catalytic Ligands for Enantioselective Additions to Aldehydes

  摘要：

  The structural optimization of a family of modular, enantiopure beta-amino alcohol ligands with a common 2-amino-2-aryl-1,1-diphenylethanol skeleton, whose stereogenicity was introduced through the Jacobsen epoxidation of 1,1-diphenyl-2-arylethylenes, has led to the identification of a small set of optimal catalysts with enhanced activity and enantioselectivity in the addition of alkylzinc and arylzinc reagents to aldehydes. Criteria for the discrimination between apparently analogous, highly enantioselective ligands are proposed.

  DOI：

  10.1021/jo800615d

文献信息

• Structural Optimization of Enantiopure 2-Cyclialkylamino-2-aryl-1,1-diphenylethanols as Catalytic Ligands for Enantioselective Additions to Aldehydes
  作者：Sergi Rodríguez-Escrich、Katamreddy Subba Reddy、Ciril Jimeno、Gisela Colet、Carles Rodríguez-Escrich、Lluís Solà、Anton Vidal-Ferran、Miquel A. Pericàs

  DOI：10.1021/jo800615d

  日期：2008.7.1

  The structural optimization of a family of modular, enantiopure beta-amino alcohol ligands with a common 2-amino-2-aryl-1,1-diphenylethanol skeleton, whose stereogenicity was introduced through the Jacobsen epoxidation of 1,1-diphenyl-2-arylethylenes, has led to the identification of a small set of optimal catalysts with enhanced activity and enantioselectivity in the addition of alkylzinc and arylzinc reagents to aldehydes. Criteria for the discrimination between apparently analogous, highly enantioselective ligands are proposed.