dimethyl 2-(6-hydroxy-6-methylhepta-2,4-diyn-1-yl)-2-(prop-2-yn-1-yl)malonate | 1231185-67-3

• 分子结构分类: 有机化合物
• 英文名称: dimethyl 2-(6-hydroxy-6-methylhepta-2,4-diyn-1-yl)-2-(prop-2-yn-1-yl)malonate
• CAS: 1231185-67-3
• 化学式: C₁₆H₁₈O₅
• 分子量: 290.316
• InChiKey: YMAZUVOKGVNKND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.51
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(6-hydroxy-6-methylhepta-2,4-diyn-1-yl)-2-(prop-2-yn-1-yl)malonate 、 烯丙基三甲基硅烷 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 生成 、
  参考文献：
  名称：

  Initiation and Termination Mode of Enyne Cross-Metathesis and Metallotropic [1,3]-Shift Controlled by Remote Substituents

  摘要：

  The cross-metathesis of terminal alkyne and alkene using Ru-based Grubbs catalyst generally undergoes alpha-insertion. In this study, excellent control over alpha- and beta-insertion of ruthenium alkylidene into terminal alkynes has been achieved by using a substituent at a remote site from the reaction center. While the origin of this regioselectivity of insertion and metallotropic shift remains to be established, the trend indicates that the alpha-insertion with a concomitant metallotropic shift is favored with small substituents whereas the beta-insertion without a metallotropic shift is favored with bulky substituents such as tert-butyl and trialkyl silyl groups.

  DOI：

  10.1021/ja1020525