ethyl (2R)-3-oxo-2-(9H-xanthen-9-yl)-1H-indene-2-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: ethyl (2R)-3-oxo-2-(9H-xanthen-9-yl)-1H-indene-2-carboxylate
• 化学式: C₂₅H₂₀O₄
• 分子量: 384.431
• InChiKey: QIYJNXVTFFJOBW-RUZDIDTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  占吨醇 、 乙基1-氧亚基-2,3-二氢-1H-茚-2-甲酸基酯 在 tert-butyl bisoxazoline 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以82%的产率得到
  参考文献：
  名称：

  铜催化β-酮基酯与黄嘌呤醇的不对称烷基化

  摘要：

  AbstractThe copper(II) triflate‐tert‐butyl‐bisoxazoline [Cu(OTf)2‐t‐Bu‐BOX]‐catalyzed asymmetric alkylation of β‐keto esters using free benzylic alcohols such as xanthydrols, as alkylating agents, is herein described for the first time. This green protocol renders in general the corresponding products with good results in terms of both yields and enantioselectivities using different keto esters, even when quaternary stereocenters were created. The scope, limitations and mechanistic aspects of the process are also discussed.magnified image

  DOI：

  10.1002/adsc.201300627

文献信息

• Catalytic Enantioselective Alkylation of β-Keto Esters with Xanthydrol in the Presence of Chiral Palladium Complex
  作者：Kyu Yeon Kim、Dae Young Kim

  DOI：10.1002/bkcs.10628

  日期：2016.1
• Copper-Catalyzed Asymmetric Alkylation of β-Keto Esters with Xanthydrols
  作者：Paz Trillo、Alejandro Baeza、Carmen Nájera

  DOI：10.1002/adsc.201300627

  日期：2013.10.11

  AbstractThe copper(II) triflate‐tert‐butyl‐bisoxazoline [Cu(OTf)2‐t‐Bu‐BOX]‐catalyzed asymmetric alkylation of β‐keto esters using free benzylic alcohols such as xanthydrols, as alkylating agents, is herein described for the first time. This green protocol renders in general the corresponding products with good results in terms of both yields and enantioselectivities using different keto esters, even when quaternary stereocenters were created. The scope, limitations and mechanistic aspects of the process are also discussed.magnified image