cis-β-deuterio ethyl acrylate | 83160-20-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: cis-β-deuterio ethyl acrylate
• 英文别名: ethyl (Z)-<3-2H>acrylate；(Z)-[3-2H]ethyl propenoate；(Z)-3-deuteriopropionate；ethyl (Z)-[3-2H]acrylate
• CAS: 83160-20-7
• 化学式: C₅H₈O₂
• 分子量: 101.109
• InChiKey: JIGUQPWFLRLWPJ-XQBLFJQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.74
• 重原子数：
  7.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  cis-β-deuterio ethyl acrylate 在 次溴酸 作用下， 生成 (2SR,3SR)-<3-2H>serine
  参考文献：
  名称：

  Nocardicin A: stereochemical and biomimetic studies of monocyclic β-lactam formation

  摘要：

  DOI：

  10.1021/ja00342a047
• 作为产物：
  描述：

  rac-ethyl (9R,10R,11S,12S)-9,10-dihydro-9,10-ethanoanthracene-11-carboxylate-12-d 生成 cis-β-deuterio ethyl acrylate
  参考文献：
  名称：

  Nocardicin A: stereochemical and biomimetic studies of monocyclic β-lactam formation

  摘要：

  DOI：

  10.1021/ja00342a047

文献信息

• Base-Free Mizoroki−Heck Reaction Catalyzed by Rhodium Complexes
  作者：Rémi Martinez、Florina Voica、Jean-Pierre Genet、Sylvain Darses

  DOI：10.1021/ol071098q

  日期：2007.8.1

  A base-free rhodium-catalyzed Mizoroki-Heck (M-H) reaction using potassium aryltrifluoroborates as the arylating agent of alkenes and acetone as a green '' oxidant '' is described. Thanks to the ready availability of organoboranes, this reaction should constitute an interesting alternative to conventional M-H reactions using aryl halides.
• Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism
  作者：Alexandra M.M. Antunes、Vasco D.B. Bonifácio、Susana C.C. Nascimento、Ana M. Lobo、Paula S. Branco、Sundaresan Prabhakar

  DOI：10.1016/j.tet.2007.05.020

  日期：2007.7

  The palladium(II)-promoted reaction of a variety of olefins and bromamine-T provided N-tosyl-2-substituted aziridines under mild conditions. Olefins bearing chiral appendages gave only a poor to modest diastereoselectivity. Appropriate deuterated olefins were selected to study the stereochemistry of the reaction. A Pd(IV) intermediate is proposed as the aziridinating species. (C) 2007 Elsevier Ltd. All rights reserved.