(R)-4-(4-chlorophenyl)-6-phenyl-3,4-dihydro-2H-pyran-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: (R)-4-(4-chlorophenyl)-6-phenyl-3,4-dihydro-2H-pyran-2-one
• 英文别名: (4R)-4-(4-chlorophenyl)-6-phenyl-3,4-dihydropyran-2-one
• 化学式: C₁₇H₁₃ClO₂
• 分子量: 284.742
• InChiKey: QSZVGNLXXZQEBR-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  4-氯查耳酮 、 4-硝基苯基乙酸酯 在 (5aR,10bS)-2-mesityl-5a,10b-dihydro-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-2-ium tetrafluoroborate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以96%的产率得到(R)-4-(4-chlorophenyl)-6-phenyl-3,4-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Asymmetric Access to the Smallest Enolate Intermediate via Organocatalytic Activation of Acetic Ester

  摘要：

  An NHC-catalyzed activation of acetic esters to afford enolate intermediates is disclosed. The catalytically generated triazolium enolate intermediates serve as two-carbon nucleophiles that undergo highly enantioselective reactions with enones and alpha,beta-unsaturated imines to give a-unsubstituted delta-lactones and lactams, respectively.

  DOI：

  10.1021/ol402877n

文献信息

• Asymmetric Access to the Smallest Enolate Intermediate via Organocatalytic Activation of Acetic Ester
  作者：Shaojin Chen、Lin Hao、Yuexia Zhang、Bhoopendra Tiwari、Yonggui Robin Chi

  DOI：10.1021/ol402877n

  日期：2013.11.15

  An NHC-catalyzed activation of acetic esters to afford enolate intermediates is disclosed. The catalytically generated triazolium enolate intermediates serve as two-carbon nucleophiles that undergo highly enantioselective reactions with enones and alpha,beta-unsaturated imines to give a-unsubstituted delta-lactones and lactams, respectively.