cis-(4R,5S)-iso-propyl-4,5-di-m-tolylcyclopent-1-enecarboxylate | 1265848-24-5

• 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: cis-(4R,5S)-iso-propyl-4,5-di-m-tolylcyclopent-1-enecarboxylate
• 英文别名: propan-2-yl (4R,5S)-4,5-bis(3-methylphenyl)cyclopentene-1-carboxylate
• CAS: 1265848-24-5
• 化学式: C₂₃H₂₆O₂
• 分子量: 334.458
• InChiKey: COARJEHFDYVDJJ-RBBKRZOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 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：

  titanium(IV) isopropylate 、 (E)-3-(m-tolyl)acrylaldehyde 在 BF₄^(1-)*C₃₁H₂₈N₃O₃S⁽¹⁺⁾ 、 1,5,7-三氮杂双环[4.4.0]癸-5-烯 作用下， 以 甲苯 为溶剂， 反应 36.0h， 以62%的产率得到cis-(4R,5S)-iso-propyl-4,5-di-m-tolylcyclopent-1-enecarboxylate
  参考文献：
  名称：

  NHC-Catalyzed/Titanium(IV)−Mediated Highly Diastereo- and Enantioselective Dimerization of Enals

  摘要：

  An NHC-catalyzed, diastereo- and enantioselective dimerization of enals has been developed. The use of Ti(Oi-Pr)(4) is a key element for the reactivity and selectivity of this process. The cyclopentenes are obtained with high levels of diastereo- and enantioselectivity and their synthetic utility is demonstrated by functionalization of the product alkene.

  DOI：

  10.1021/ol103112v

文献信息

• NHC-Catalyzed/Titanium(IV)−Mediated Highly Diastereo- and Enantioselective Dimerization of Enals
  作者：Daniel T. Cohen、Benoit Cardinal-David、John M. Roberts、Amy A. Sarjeant、Karl A. Scheidt

  DOI：10.1021/ol103112v

  日期：2011.3.4

  An NHC-catalyzed, diastereo- and enantioselective dimerization of enals has been developed. The use of Ti(Oi-Pr)(4) is a key element for the reactivity and selectivity of this process. The cyclopentenes are obtained with high levels of diastereo- and enantioselectivity and their synthetic utility is demonstrated by functionalization of the product alkene.