Cyclopenten-2-on-essigsaeure | 22060-62-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Cyclopenten-2-on-essigsaeure
• 英文别名: 1-Cyclopenteneacetic acid, 5-oxo-；2-(5-oxocyclopenten-1-yl)acetic acid
• CAS: 22060-62-4
• 化学式: C₇H₈O₃
• mdl: MFCD19229515
• 分子量: 140.139
• InChiKey: MKNKVMNKOJBKPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  一氧化碳 、 2-羟基甲基-2-环戊酮 在 palladium diacetate 、 氢气 、 1,4-双(二苯基膦)丁烷 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以70%的产率得到Cyclopenten-2-on-essigsaeure
  参考文献：
  名称：

  The First Stereoselective Palladium-Catalyzed Cyclocarbonylation of β,γ-Substituted Allylic Alcohols

  摘要：

  beta,gamma-Substituted allylic alcohols react with CO in the presence of catalytic quantities of palladium acetate and 1,4-bis(diphenylphosphino)butane affording alpha,beta-substituted-gamma-butyrolactones in 42-85% isolated yields. The complete stereoselectivity observed in some cases is a significant feature of the lactonization reaction, with (E)-allylic alcohols affording trans-disubstituted lactones. Depending on the structure of the allylic alcohol used in the cyclocarbonylation reaction, the formation of the corresponding alkene or the beta,gamma-unsaturated carboxylic acid was observed as a side or the principal reaction.

  DOI：

  10.1021/jo9702709

文献信息

• Processes for the preparations of optically active cyclopentenones and cyclopentenones prepared therefrom
  申请人：Yeh Yu-Chih

  公开号：US20070166809A1

  公开（公告）日：2007-07-19

  The present invention relates to novel processes for preparing optically active Cyclopentenones of Formula (R)-1, which are useful for the preparation of Prostaglandins and analogs thereof. The invention also relates to novel Cyclopentenones prepared from the processes.

  本发明涉及一种制备(R)-1式光学活性环戊酮的新工艺，其可用于制备前列腺素及其类似物。该发明还涉及从该工艺中制备的新型环戊酮。
• The First Stereoselective Palladium-Catalyzed Cyclocarbonylation of β,γ-Substituted Allylic Alcohols
  作者：Melanie Brunner、Howard Alper

  DOI：10.1021/jo9702709

  日期：1997.10.1

  beta,gamma-Substituted allylic alcohols react with CO in the presence of catalytic quantities of palladium acetate and 1,4-bis(diphenylphosphino)butane affording alpha,beta-substituted-gamma-butyrolactones in 42-85% isolated yields. The complete stereoselectivity observed in some cases is a significant feature of the lactonization reaction, with (E)-allylic alcohols affording trans-disubstituted lactones. Depending on the structure of the allylic alcohol used in the cyclocarbonylation reaction, the formation of the corresponding alkene or the beta,gamma-unsaturated carboxylic acid was observed as a side or the principal reaction.