N,N-dibenzhydrylbenzo[d][1,3,2]benzodioxaphosphepin-6-amine | 1181692-98-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-dibenzhydrylbenzo[d][1,3,2]benzodioxaphosphepin-6-amine
• CAS: 1181692-98-7
• 化学式: C₃₈H₃₀NO₂P
• 分子量: 563.635
• InChiKey: AWLZHBLNIOCBGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-chloro-dibenzo[d,f][1,3,2]-dioxaphosphepin 、 dibenzhydryl-amine 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 11.17h， 以56%的产率得到N,N-dibenzhydrylbenzo[d][1,3,2]benzodioxaphosphepin-6-amine
  参考文献：
  名称：

  Stereoselective Synthesis of Spirooxindoles by Palladium-Catalyzed Decarboxylative Cyclization of γ-Methylidene-δ-valerolactones with Isatins

  摘要：

  A new synthetic method of spirooxindole derivatives has been developed by way of a palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with isatins. By employing a newly prepared phosphoramidite ligand, the reaction proceeds smoothly with excellent diastereoselectivity. Preliminary results of its application to asymmetric catalysis using a chiral phosphoramidite ligand are also described.

  DOI：

  10.1021/ol901348f
• 作为试剂：
  描述：

  酮基丙二酸二乙酯 、 α-tert-butoxycarbonyl-α-phenyl-γ-methylidene-δ-valerolactone 在 allyl(cyclopentadiene)palladium(II) 、 N,N-dibenzhydrylbenzo[d][1,3,2]benzodioxaphosphepin-6-amine 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以98%的产率得到3-tert-butyl 2,2-diethyl 5-methylene-3-phenyl-3,4-dihydro-2H-pyran-2,2,3(3H,4H)-tricarboxylatecarboxylate
  参考文献：
  名称：

  Stereoselective Synthesis of Spirooxindoles by Palladium-Catalyzed Decarboxylative Cyclization of γ-Methylidene-δ-valerolactones with Isatins

  摘要：

  A new synthetic method of spirooxindole derivatives has been developed by way of a palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with isatins. By employing a newly prepared phosphoramidite ligand, the reaction proceeds smoothly with excellent diastereoselectivity. Preliminary results of its application to asymmetric catalysis using a chiral phosphoramidite ligand are also described.

  DOI：

  10.1021/ol901348f

文献信息

• Stereoselective Synthesis of Spirooxindoles by Palladium-Catalyzed Decarboxylative Cyclization of γ-Methylidene-δ-valerolactones with Isatins
  作者：Ryo Shintani、Shin-ya Hayashi、Masataka Murakami、Momotaro Takeda、Tamio Hayashi

  DOI：10.1021/ol901348f

  日期：2009.8.20

  A new synthetic method of spirooxindole derivatives has been developed by way of a palladium-catalyzed decarboxylative cyclization of gamma-methylidene-delta-valerolactones with isatins. By employing a newly prepared phosphoramidite ligand, the reaction proceeds smoothly with excellent diastereoselectivity. Preliminary results of its application to asymmetric catalysis using a chiral phosphoramidite ligand are also described.