N,N'-bis{(R)-1,2-dihydro-[2',1'-c:1',2'-e]dinaphtho-2,7-dioxa-7H-phosphepine-1-yl}-N,N'-diisopropylpropylenediamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N'-bis{(R)-1,2-dihydro-[2',1'-c:1',2'-e]dinaphtho-2,7-dioxa-7H-phosphepine-1-yl}-N,N'-diisopropylpropylenediamine
• 英文别名: N,N'-bis(12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yl)-N,N'-di(propan-2-yl)propane-1,3-diamine
• 化学式: C₄₉H₄₄N₂O₄P₂
• 分子量: 786.847
• InChiKey: BPPDZARPFXNZPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.9
• 重原子数：
  57
• 可旋转键数：
  8
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (R)-1,1'-Bi-2-naphthol 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 、 三氯化磷 作用下， 以 甲苯 为溶剂， 生成 N,N'-bis{(R)-1,2-dihydro-[2',1'-c:1',2'-e]dinaphtho-2,7-dioxa-7H-phosphepine-1-yl}-N,N'-diisopropylpropylenediamine
  参考文献：
  名称：

  New bidentate chiral phosphoramidites in copper-catalyzed asymmetric 1,4-addition of diethylzinc to cyclic α,β-enones: enantioselective tandem 1,4-addition-aldol reactions with 2-cyclopentenone

  摘要：

  New bidentate phosphoramidites were prepared starting from alpha,alpha,alpha ',alpha ' -tetraphenyl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (TADDOL) or 1,1 ' -bi-2-naphthol (BINOL) and either 1,2-ethylene- or 1,3-propylenediamine N,N ' -disubstituted with achiral or chiral groups. The use of these ligands in the copper-catalyzed enantioselective conjugate addition of diethylzinc to 2-cyclohexenone and 2-cyclopentenone afforded products with e.e.s of up to 89 and 83%. respectively. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00348-2

文献信息

• New bidentate chiral phosphoramidites in copper-catalyzed asymmetric 1,4-addition of diethylzinc to cyclic α,β-enones: enantioselective tandem 1,4-addition-aldol reactions with 2-cyclopentenone
  作者：Alessandro Mandoli、Leggy A Arnold、Andre H.M de Vries、Piero Salvadori、Ben L Feringa

  DOI：10.1016/s0957-4166(01)00348-2

  日期：2001.7

  New bidentate phosphoramidites were prepared starting from alpha,alpha,alpha ',alpha ' -tetraphenyl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (TADDOL) or 1,1 ' -bi-2-naphthol (BINOL) and either 1,2-ethylene- or 1,3-propylenediamine N,N ' -disubstituted with achiral or chiral groups. The use of these ligands in the copper-catalyzed enantioselective conjugate addition of diethylzinc to 2-cyclohexenone and 2-cyclopentenone afforded products with e.e.s of up to 89 and 83%. respectively. (C) 2001 Elsevier Science Ltd. All rights reserved.