| 1353013-22-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃二恶英
• CAS: 1353013-22-5
• 化学式: C₂₆H₂₆N₂O₆
• 分子量: 462.502
• InChiKey: ZLRVXONEBXRBCW-WCQONYCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  99.14
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  、 6-Chloro-4,8-bis-trimethylsilanyl-5,7-dioxa-6-phospha-dibenzo[a,c]cycloheptene 在 吡啶 作用下， 以 甲苯 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  The application of pyranoside phosphite-pyridine ligands to enantioselective Ir-catalyzed hydrogenations of highly unfunctionalized olefins

  摘要：

  Eight (biaryl)phosphite/pyridine ligands 1-2a-d have been prepared by the modular functionalization of positions C-2 and C-3 of two D-glucopyranoside backbones. The chiral ligands were examined in the iridium-catalyzed asymmetric hydrogenation of poorly functionalized alkenes, as a function of the relative position of the coordinating groups and the geometric properties of the biaryl phosphite moieties. Enantiomeric excesses of up to 90% were achieved in the hydrogenation of E-2-(4-methoxyphenyl)-2-butene by using 1a and 1c, which seemingly combine the beneficial effect of the phosphite at the 2-position with the matching (R-ax)-configuration of their encumbered biaryl substituents. The results of the hydrogenation of more challenging substrates, such as Z-trisubstituted alkenes, alkenes with a neighboring polar group or demanding 1,1-di-substituted alkenes, generally confirmed this trend, and in some significant cases, the chiral hydrogenated products were isolated with ees of 65-79%. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.025
• 作为产物：
  描述：

  2-吡啶甲酸 、 benzyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  The application of pyranoside phosphite-pyridine ligands to enantioselective Ir-catalyzed hydrogenations of highly unfunctionalized olefins

  摘要：

  Eight (biaryl)phosphite/pyridine ligands 1-2a-d have been prepared by the modular functionalization of positions C-2 and C-3 of two D-glucopyranoside backbones. The chiral ligands were examined in the iridium-catalyzed asymmetric hydrogenation of poorly functionalized alkenes, as a function of the relative position of the coordinating groups and the geometric properties of the biaryl phosphite moieties. Enantiomeric excesses of up to 90% were achieved in the hydrogenation of E-2-(4-methoxyphenyl)-2-butene by using 1a and 1c, which seemingly combine the beneficial effect of the phosphite at the 2-position with the matching (R-ax)-configuration of their encumbered biaryl substituents. The results of the hydrogenation of more challenging substrates, such as Z-trisubstituted alkenes, alkenes with a neighboring polar group or demanding 1,1-di-substituted alkenes, generally confirmed this trend, and in some significant cases, the chiral hydrogenated products were isolated with ees of 65-79%. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.06.025

文献信息

• Application of pyranoside phosphite-pyridine ligands to enantioselective metal-catalyzed allylic substitutions and conjugate 1,4-additions
  作者：Matteo Lega、Jessica Margalef、Francesco Ruffo、Oscar Pàmies、Montserrat Diéguez

  DOI：10.1016/j.tetasy.2013.06.011

  日期：2013.9

  the metal-catalyzed allylic substitution and conjugate 1,4-addition reactions of several substrate types. We have been able to identify ligands that provided promising enantioselectivities in the Pd-catalyzed intermolecular allylic substitution of cyclic substrates (ee’s up to 86%) and desymmetrization (ee’s up to 94%) and in the Cu-catalyzed conjugate addition of challenging aliphatic enones (ee’s

  在金属催化的烯丙基取代和几种底物类型的共轭1，4-加成反应中已应用了一系列的吡喃葡萄糖苷亚磷酸酯-吡啶配体。我们已经能够鉴定出在环状底物的Pd催化的分子间烯丙基取代（ee高达86％）和去对称化（ee高达94％）以及铜催化的挑战性脂族烯酮的共轭加成中提供有希望的对映选择性的配体。 （ee高达90％）。