N-methyl-1,1-diphenylpyrrolidinomethanol triflimide salt | 1042143-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-methyl-1,1-diphenylpyrrolidinomethanol triflimide salt
• 英文别名: [(2S)-1-methylpyrrolidin-2-yl]-diphenylmethanol;1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methanesulfonamide
• CAS: 1042143-98-5
• 化学式: C₂HF₆NO₄S₂*C₁₈H₂₁NO
• 分子量: 548.527
• InChiKey: LVYCXRHALDLKAZ-LMOVPXPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  lithium o-tolylborohydride 、 N-methyl-1,1-diphenylpyrrolidinomethanol triflimide salt 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Highly Enantioselective [4 + 2] Cycloaddition Reactions Catalyzed by a Chiral N-Methyl-oxazaborolidinium Cation

  摘要：

  The reaction of lithium aryl borohydrides with salts of beta-amino alcohols provides a new route for the synthesis of oxazaborolidines. This method also leads to the first synthesis of hitherto elusive N-methyl oxazaborolidine cations, specifically the cationic proline derivative 3. Compound 3 is a strong chiral Lewis acid which is very effective for catalysis of [4 + 2]-cycloaddition reactions in good yield and with high enantioselectivity. Several diverse examples illustrate the scope of these catalytic reactions.

  DOI：

  10.1021/ol8011502
• 作为产物：
  描述：

  Α,Α-二苯基-N-甲基-L-脯氨醇 、 双三氟甲烷磺酰亚胺 以 二氯甲烷 为溶剂， 生成 N-methyl-1,1-diphenylpyrrolidinomethanol triflimide salt
  参考文献：
  名称：

  Highly Enantioselective [4 + 2] Cycloaddition Reactions Catalyzed by a Chiral N-Methyl-oxazaborolidinium Cation

  摘要：

  The reaction of lithium aryl borohydrides with salts of beta-amino alcohols provides a new route for the synthesis of oxazaborolidines. This method also leads to the first synthesis of hitherto elusive N-methyl oxazaborolidine cations, specifically the cationic proline derivative 3. Compound 3 is a strong chiral Lewis acid which is very effective for catalysis of [4 + 2]-cycloaddition reactions in good yield and with high enantioselectivity. Several diverse examples illustrate the scope of these catalytic reactions.

  DOI：

  10.1021/ol8011502

文献信息

• Highly Enantioselective [4 + 2] Cycloaddition Reactions Catalyzed by a Chiral <i>N</i>-Methyl-oxazaborolidinium Cation
  作者：Eda Canales、E. J. Corey

  DOI：10.1021/ol8011502

  日期：2008.8.7

  The reaction of lithium aryl borohydrides with salts of beta-amino alcohols provides a new route for the synthesis of oxazaborolidines. This method also leads to the first synthesis of hitherto elusive N-methyl oxazaborolidine cations, specifically the cationic proline derivative 3. Compound 3 is a strong chiral Lewis acid which is very effective for catalysis of [4 + 2]-cycloaddition reactions in good yield and with high enantioselectivity. Several diverse examples illustrate the scope of these catalytic reactions.