2-bromocyclohexyl 2-(4-fluorophenyl)acetate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-bromocyclohexyl 2-(4-fluorophenyl)acetate
• 英文别名: [(1R,2R)-2-bromocyclohexyl] 2-(4-fluorophenyl)acetate
• 化学式: C₁₄H₁₆BrFO₂
• 分子量: 315.182
• InChiKey: ZGQYCITVRYYTNQ-CHWSQXEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  环己烯 、 4-氟苯乙酸 在 N-溴代丁二酰亚胺(NBS) 、 (11bR)-2,6-二-9-菲基-4-羟基-二萘并[2,1-d:1',2'-f][1,3,2]二噁磷杂庚英-4-氧化物 作用下， 以 二氯甲烷 、 环己烷 为溶剂， 反应 48.5h， 生成 2-bromocyclohexyl 2-(4-fluorophenyl)acetate 、 2-bromocyclohexyl 2-(4-fluorophenyl)acetate
  参考文献：
  名称：

  First asymmetric intermolecular bromoesterification catalyzed by chiral Brønsted acid

  摘要：

  The first successful enantioselective intermolecular bromoesterification was realized by using a chiral phosphoric acid as a catalyst. The reaction was optimized after screening 2-aminopyridine based basic catalysts. cinchona alkaloid based basic catalysts, and binol backbone based Bronsted acid catalysts. Up to 70% ee and a moderate yield were achieved under the optimized condition. An ion-pair mechanism has been suggested in order to explain the reaction results. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.02.016

文献信息

• First asymmetric intermolecular bromoesterification catalyzed by chiral Brønsted acid
  作者：Guang-xun Li、Qing-quan Fu、Xiao-mei Zhang、Jun Jiang、Zhuo Tang

  DOI：10.1016/j.tetasy.2012.02.016

  日期：2012.2

  The first successful enantioselective intermolecular bromoesterification was realized by using a chiral phosphoric acid as a catalyst. The reaction was optimized after screening 2-aminopyridine based basic catalysts. cinchona alkaloid based basic catalysts, and binol backbone based Bronsted acid catalysts. Up to 70% ee and a moderate yield were achieved under the optimized condition. An ion-pair mechanism has been suggested in order to explain the reaction results. (C) 2012 Elsevier Ltd. All rights reserved.