[(R)-1,1'-bi-2-naphthol]bi[(S)-2,2'-dihydroxy-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]biphosphite

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: [(R)-1,1'-bi-2-naphthol]bi[(S)-2,2'-dihydroxy-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]biphosphite
• 英文别名: [(S)-1,1'-bi-2-naphthol]bi[(S)-2,2'-dihydroxy-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]biphosphite；1,1'-bi-2-naphthyl bi{5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl}diphosphite；13-[1-[2-(12,14-Dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3(8),9,16,18(23)-hexaen-13-yloxy)naphthalen-1-yl]naphthalen-2-yl]oxy-12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3(8),9,16,18(23)-hexaene
• 化学式: C₆₀H₅₂O₆P₂
• 分子量: 931.017
• InChiKey: FVSSWOFQNWNXCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.2
• 重原子数：
  68
• 可旋转键数：
  5
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  71
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (R)-5,5',6,6',7,7',8,8'-八氢-[1,1'-联萘]-2,2'-二酚 在 4-二甲氨基吡啶 、 三乙胺 、 三氯化磷 作用下， 以 甲苯 为溶剂， 反应 8.0h， 生成 [(R)-1,1'-bi-2-naphthol]bi[(S)-2,2'-dihydroxy-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl]biphosphite
  参考文献：
  名称：

  Highly Enantioselective 1,4-Addition of Diorganozinc Reagents to Cyclic Enones Using Chiral Diphosphite Ligands Derived from H₈-Binaphthol

  摘要：

  [formula: see text] High enantioselectivities have been achieved in the 1,4-addition of dialkylzincs to 2-cyclopentenone, 2-cyclohexenone, and 2-cycloheptenone with ee values up to 99% by using chiral aryl diphosphite ligands derived from H8-binaphthol.

  DOI：

  10.1021/ol026581+

文献信息

• Copper-catalyzed highly enantioselective 1,4-conjugate addition of trimethylaluminum to 2-cyclohexenone
  作者：Liang liang、Albert S.C. Chan

  DOI：10.1016/s0957-4166(02)00361-0

  日期：2002.7

  New bidentate phosphites were prepared starting from BINOL and H-8-BINOL. Utilization of these ligands in the copper-catalyzed enantioselective conjugate addition of trimethylaluminum to 2-cyclohexenone afforded 3-methylcyclohexanone with up to 96%, e.e. The scope of this process using various copper sources was investigated. (C) 2002 Published by Elsevier Science Ltd.
• Highly Enantioselective 1,4-Addition of Diorganozinc Reagents to Cyclic Enones Using Chiral Diphosphite Ligands Derived from H₈-Binaphthol
  作者：Liang、Terry T.-L. Au-Yeung、Albert S. C. Chan

  DOI：10.1021/ol026581+

  日期：2002.10.1

  [formula: see text] High enantioselectivities have been achieved in the 1,4-addition of dialkylzincs to 2-cyclopentenone, 2-cyclohexenone, and 2-cycloheptenone with ee values up to 99% by using chiral aryl diphosphite ligands derived from H8-binaphthol.