(R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate)

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate)
• 英文别名: [1-[2-[(S)-tert-butylsulfinyl]oxynaphthalen-1-yl]naphthalen-2-yl] (S)-2-methylpropane-2-sulfinate
• 化学式: C₂₈H₃₀O₄S₂
• 分子量: 494.676
• InChiKey: DJRAAPTVPRGVJU-HEVIKAOCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  91
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate) 在 potassium carbonate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 3.25h， 生成 2'-hydroxy-1,1'-binaphthyl-2-yl 2-methylpropane-2-sulfinate
  参考文献：
  名称：

  BINOL derived C2-symmetric bis-sulfinates as efficient sulfinyl transfer agents in the synthesis of tert-butyl sulfoxides

  摘要：

  The reaction of novel C-2-symmetric bis-sulfinate esters derived from (R)-BINOL with Grignard reagents affords tert-butyl sulfoxides in ee up to 97%. The desired enantiomer can be generated at will by the proper selection of BINOL (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.050
• 作为产物：
  描述：

  (R)-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate) 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 生成 (R,S(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate) 、 (R,R(S),S(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate) 、 (R,R(S),R(S))-1,1'-binaphthalene-2,2'-diyl bis-(tert-butylsulfinate)
  参考文献：
  名称：

  BINOL derived C2-symmetric bis-sulfinates as efficient sulfinyl transfer agents in the synthesis of tert-butyl sulfoxides

  摘要：

  The reaction of novel C-2-symmetric bis-sulfinate esters derived from (R)-BINOL with Grignard reagents affords tert-butyl sulfoxides in ee up to 97%. The desired enantiomer can be generated at will by the proper selection of BINOL (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.050

文献信息

• BINOL derived C2-symmetric bis-sulfinates as efficient sulfinyl transfer agents in the synthesis of tert-butyl sulfoxides
  作者：N. Gaggero、D.C.M. Albanese

  DOI：10.1016/j.tet.2012.06.050

  日期：2012.9

  The reaction of novel C-2-symmetric bis-sulfinate esters derived from (R)-BINOL with Grignard reagents affords tert-butyl sulfoxides in ee up to 97%. The desired enantiomer can be generated at will by the proper selection of BINOL (C) 2012 Elsevier Ltd. All rights reserved.