[(6R)-8,8-diethoxy-6-methyloct-2-yn-1-yl](trimethyl)silane | 1101168-98-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(6R)-8,8-diethoxy-6-methyloct-2-yn-1-yl](trimethyl)silane
• 英文别名: [(6R)-8,8-diethoxy-6-methyloct-2-ynyl]-trimethylsilane
• CAS: 1101168-98-2
• 化学式: C₁₆H₃₂O₂Si
• 分子量: 284.514
• InChiKey: BDQCEDPRXGSHOJ-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(6R)-8,8-diethoxy-6-methyloct-2-yn-1-yl](trimethyl)silane 在 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以74.5%的产率得到(5R)-2-ethylidene-5-methylcyclohexanol
  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
• 作为产物：
  描述：

  (5R)-7,7-diethoxy-5-methylhept-1-yne 、 (三甲基硅基)甲基三氟甲烷磺酸酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.25h， 以95%的产率得到[(6R)-8,8-diethoxy-6-methyloct-2-yn-1-yl](trimethyl)silane
  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.