6-[[(3aR,5R,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2,6-trimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxol-6-yl]oxy]-2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepine | 1318688-21-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-[[(3aR,5R,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2,6-trimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxol-6-yl]oxy]-2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepine
• CAS: 1318688-21-9
• 化学式: C₄₁H₆₁O₈P
• 分子量: 712.904
• InChiKey: MURCSPQOCXEUGS-OIENXBHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  50
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl phosphorochloridite 、 (3aR,5R,6R,6aR)-5-[(4R)-2,2-dimethyl[1,3]dioxolan-4-yl]-2,2,6-trimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol 在 吡啶 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以77%的产率得到6-[[(3aR,5R,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2,6-trimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxol-6-yl]oxy]-2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepine
  参考文献：
  名称：

  Sugar-monophosphite ligands applied to the asymmetric Ni-catalyzed trialkylaluminum addition to aldehydes

  摘要：

  A series of readily available sugar-based phosphite ligands were applied to the Ni-catalyzed asymmetric trialkylaluminum additions to aldehydes. The ability of the catalysts to transfer chiral information to the product could be tuned by choosing suitable ligand components (configuration at C-3 of the furanoside backbone: the steric hindrance of the substituent at C-3 and the substituents/configuration of the biaryl phosphite moieties). Good enantioselectivities (ee's up to 84%) were obtained for several aryl aldehydes using several organoaluminum sources. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.05.010
• 作为试剂：
  描述：

  三甲基铝 、 苯甲醛 在 bis(acetylacetonate)nickel(II) 、 6-[[(3aR,5R,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2,6-trimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxol-6-yl]oxy]-2,4,8,10-tetratert-butylbenzo[d][1,3,2]benzodioxaphosphepine 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (S)-(-)-1-苯乙醇 、 (R)-(+)-1-苯基乙醇
  参考文献：
  名称：

  Sugar-monophosphite ligands applied to the asymmetric Ni-catalyzed trialkylaluminum addition to aldehydes

  摘要：

  A series of readily available sugar-based phosphite ligands were applied to the Ni-catalyzed asymmetric trialkylaluminum additions to aldehydes. The ability of the catalysts to transfer chiral information to the product could be tuned by choosing suitable ligand components (configuration at C-3 of the furanoside backbone: the steric hindrance of the substituent at C-3 and the substituents/configuration of the biaryl phosphite moieties). Good enantioselectivities (ee's up to 84%) were obtained for several aryl aldehydes using several organoaluminum sources. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.05.010

文献信息

• Sugar-monophosphite ligands applied to the asymmetric Ni-catalyzed trialkylaluminum addition to aldehydes
  作者：Sabina Alegre、Montserrat Diéguez、Oscar Pàmies

  DOI：10.1016/j.tetasy.2011.05.010

  日期：2011.4

  A series of readily available sugar-based phosphite ligands were applied to the Ni-catalyzed asymmetric trialkylaluminum additions to aldehydes. The ability of the catalysts to transfer chiral information to the product could be tuned by choosing suitable ligand components (configuration at C-3 of the furanoside backbone: the steric hindrance of the substituent at C-3 and the substituents/configuration of the biaryl phosphite moieties). Good enantioselectivities (ee's up to 84%) were obtained for several aryl aldehydes using several organoaluminum sources. (C) 2011 Elsevier Ltd. All rights reserved.