3,6,6-tripropyl-5,6-dihydro-2H-pyran-2-one | 1101168-94-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3,6,6-tripropyl-5,6-dihydro-2H-pyran-2-one
• 英文别名: 2,2,5-tripropyl-3H-pyran-6-one
• CAS: 1101168-94-8
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: ZLLHVANCMFHHHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  一氧化碳 、 4-propyldeca-6,7-dien-4-ol 在 2,4,6-三甲基吡啶 、 十二羰基三钌 作用下， 100.0 ℃ 、101.33 kPa 条件下， 反应 2.0h， 以54%的产率得到3,6,6-tripropyl-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Practical Ruthenium-Catalyzed Cyclocarbonylation of Allenyl Alcohols in 2,4,6-Collidine Leading to α,β-Unsaturated Lactones: Concise Stereoselective Synthesis of (+)-Isomintlactone

  摘要：

  We have found that ruthenium-catalyzed cyclocarbonylation of allenyl alcohols in 2,4,6-collidine under atmospheric pressure of carbon monoxide smoothly proceeds to afford alpha,beta-unsaturated five- and six-membered lactones in moderate to good yields. Furthermore, we have completed a highly stereoselective synthesis of (+)-isomintlactone by the cyclocarbonylation of allenyl alcohol using 2,4,6-collidine.

  DOI：

  10.1021/jo8025127

文献信息

• Practical Ruthenium-Catalyzed Cyclocarbonylation of Allenyl Alcohols in 2,4,6-Collidine Leading to α,β-Unsaturated Lactones: Concise Stereoselective Synthesis of (+)-Isomintlactone
  作者：Masayoshi Tsubuki、Kazunori Takahashi、Toshio Honda

  DOI：10.1021/jo8025127

  日期：2009.2.6

  We have found that ruthenium-catalyzed cyclocarbonylation of allenyl alcohols in 2,4,6-collidine under atmospheric pressure of carbon monoxide smoothly proceeds to afford alpha,beta-unsaturated five- and six-membered lactones in moderate to good yields. Furthermore, we have completed a highly stereoselective synthesis of (+)-isomintlactone by the cyclocarbonylation of allenyl alcohol using 2,4,6-collidine.