(E)-2-(4-(cyclohex-1-en-1-yl)-1-hydroxy-2-(4-methylbenzylidene)but-3-yn-1-yl)-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide | 1384638-28-1

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: (E)-2-(4-(cyclohex-1-en-1-yl)-1-hydroxy-2-(4-methylbenzylidene)but-3-yn-1-yl)-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide
• CAS: 1384638-28-1
• 化学式: C₂₃H₂₉O₄P
• 分子量: 400.455
• InChiKey: FLCFYDXPVDOTBZ-RCCKNPSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-2-(4-(cyclohex-1-en-1-yl)-1-hydroxy-2-(4-methylbenzylidene)but-3-yn-1-yl)-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide 在 silver hexafluoroantimonate 、 三苯基膦氯金 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以86%的产率得到2-[5-(Cyclohexen-1-yl)-3-[(4-methylphenyl)methyl]furan-2-yl]-5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-ium
  参考文献：
  名称：

  Efficient AgOTf or Ph3PAuCl–AgSbF6 catalyzed cyclization of 1-hydroxy-2-alkynylallylphosphonates/2-alkynylallyl alcohols to 2-furylphosphonates/2,3,5-trisubstituted furans

  摘要：

  The reaction of 1-hydroxy-2-alkynylallylphosphonates, synthesized by the addition of the corresponding phosphites to 2-alkynylcinnamaldehydes, under AgOTf or Ph3PAuCl-AgSbF6 catalyzed cycloisomerization afforded 2-furylphosphonates in good to excellent yields. These cyclization reactions were compared with those of 2-alkynylallyl alcohols that led to multisubstituted furans. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.04.060
• 作为产物：
  描述：

  (Z)-2-iodo-3-p-tolylacrylaldehyde 在 copper(l) iodide 、 三乙胺 、 二异丙胺 、 三苯基膦 、 palladium dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (E)-2-(4-(cyclohex-1-en-1-yl)-1-hydroxy-2-(4-methylbenzylidene)but-3-yn-1-yl)-5,5-dimethyl-1,3,2-dioxaphosphinane 2-oxide
  参考文献：
  名称：

  Efficient AgOTf or Ph3PAuCl–AgSbF6 catalyzed cyclization of 1-hydroxy-2-alkynylallylphosphonates/2-alkynylallyl alcohols to 2-furylphosphonates/2,3,5-trisubstituted furans

  摘要：

  The reaction of 1-hydroxy-2-alkynylallylphosphonates, synthesized by the addition of the corresponding phosphites to 2-alkynylcinnamaldehydes, under AgOTf or Ph3PAuCl-AgSbF6 catalyzed cycloisomerization afforded 2-furylphosphonates in good to excellent yields. These cyclization reactions were compared with those of 2-alkynylallyl alcohols that led to multisubstituted furans. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.04.060