(R)-5-(3-methoxyphenyl)-5-methylfuran-2(5H)-one | 1548513-47-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-5-(3-methoxyphenyl)-5-methylfuran-2(5H)-one
• 英文别名: (5R)-5-(3-methoxyphenyl)-5-methylfuran-2-one
• CAS: 1548513-47-8
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: USZVQFMAZSAZRU-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(3-methoxyphenyl)propanal 在 N-溴代丁二酰亚胺(NBS) 、 O-[(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethyl] N-phenylcarbamothioate 、 三乙胺 作用下， 以 正己烷 、 氯仿 为溶剂， 反应 36.08h， 生成 (R)-5-(3-methoxyphenyl)-5-methylfuran-2(5H)-one
  参考文献：
  名称：

  Synthesis of chiral butenolides using amino-thiocarbamate-catalyzed asymmetric bromolactonization

  摘要：

  The asymmetric cyclization of 4,4-disubstituted 3-butenoic acids is studied. Amino-thiocarbamates are used as the catalysts and N-bromosuccinimide is used as the stoichiometric halogen source. The resulting gamma-butanolide products are readily converted into the corresponding gamma-butenolides (up to 58% ee) derivatives in one-pot. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.009

文献信息

• Palladium‐Catalyzed Enantioselective γ‐Arylation of β,γ‐Unsaturated Butenolides
  作者：Sanliang Li、Qiaoyu Chen、Junfeng Yang、Junliang Zhang

  DOI：10.1002/anie.202202046

  日期：2022.6.7

  A Pd-catalyzed enantioselective γ-selective arylation of β, γ-unsaturated butenolides is reported. The P-chiral phosphine ligand-AntPhos is essential for the observed high γ-selectivity, excellent enantioselectivity and good yields.

  报道了 Pd 催化的 β，γ-不饱和丁烯内酯的对映选择性 γ-选择性芳基化。P-手性膦配体-AntPhos 对于观察到的高 γ-选择性、优异的对映选择性和良好的产率至关重要。
• Synthesis of chiral butenolides using amino-thiocarbamate-catalyzed asymmetric bromolactonization
  作者：Chong Kiat Tan、Jun Cheng Er、Ying-Yeung Yeung

  DOI：10.1016/j.tetlet.2014.01.009

  日期：2014.2

  The asymmetric cyclization of 4,4-disubstituted 3-butenoic acids is studied. Amino-thiocarbamates are used as the catalysts and N-bromosuccinimide is used as the stoichiometric halogen source. The resulting gamma-butanolide products are readily converted into the corresponding gamma-butenolides (up to 58% ee) derivatives in one-pot. (C) 2014 Elsevier Ltd. All rights reserved.