(R)-3-[(R)-1-(1-methyl-1H-pyrrol-2-yl)but-3-enyl]-4-phenyloxazolidin-2-one | 936227-04-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (R)-3-[(R)-1-(1-methyl-1H-pyrrol-2-yl)but-3-enyl]-4-phenyloxazolidin-2-one
• CAS: 936227-04-2
• 化学式: C₁₈H₂₀N₂O₂
• 分子量: 296.369
• InChiKey: UXDUCARNSHMBMY-SJORKVTESA-N

反应信息

• 作为反应物：
  描述：

  (R)-3-[(R)-1-(1-methyl-1H-pyrrol-2-yl)but-3-enyl]-4-phenyloxazolidin-2-one 在 正丁基锂 、 二氯二茂锆 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 (3R,5R)-1-[(R)-2-hydroxy-1-phenylethyl]-3-methyl-5-(1-methyl-1H-pyrrol-2-yl)pyrrolidin-2-one 、 (3S,5R)-1-[(R)-2-hydroxy-1-phenylethyl]-3-methyl-5-(1-methyl-1H-pyrrol-2-yl)pyrrolidin-2-one
  参考文献：
  名称：

  Asymmetric synthesis of di- and trisubstituted pyrrolidinones via zirconium-mediated intramolecular coupling of N-3-alkenyl carbamates

  摘要：

  N-3-Alkenyl carbamates, which are readily available in enantiomerically pure form, undergo a stereoselective intramolecular coupling under the effect of a Cp2ZrCl2/2n-BuLi reagent. The influence of the carbamate structure on the stereoselectivity was tested. The reaction gives an easy access to various di-and trisubstituted enantiopure pyrrolidinones. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.01.026
• 作为产物：
  描述：

  (R)-2-[(1-methyl-1H-pyrrol-2-yl)methyleneamino]-2-phenylethanol 在 吡啶 、 4-二甲氨基吡啶 、 cerium(III) chloride 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 (R)-3-[(R)-1-(1-methyl-1H-pyrrol-2-yl)but-3-enyl]-4-phenyloxazolidin-2-one
  参考文献：
  名称：

  Asymmetric synthesis of di- and trisubstituted pyrrolidinones via zirconium-mediated intramolecular coupling of N-3-alkenyl carbamates

  摘要：

  N-3-Alkenyl carbamates, which are readily available in enantiomerically pure form, undergo a stereoselective intramolecular coupling under the effect of a Cp2ZrCl2/2n-BuLi reagent. The influence of the carbamate structure on the stereoselectivity was tested. The reaction gives an easy access to various di-and trisubstituted enantiopure pyrrolidinones. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.01.026