(3S,4S)-4-[1-(4-acetylphenyl)ethenyl]-1-[(4-methylphenyl)sulfonyl]-3-pyrrolidinol | 1015445-17-6

• 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: (3S,4S)-4-[1-(4-acetylphenyl)ethenyl]-1-[(4-methylphenyl)sulfonyl]-3-pyrrolidinol
• 英文别名: 1-[4-[1-[(3S,4S)-4-hydroxy-1-(4-methylphenyl)sulfonylpyrrolidin-3-yl]ethenyl]phenyl]ethanone
• CAS: 1015445-17-6
• 化学式: C₂₁H₂₃NO₄S
• 分子量: 385.484
• InChiKey: JVTNUTUTJLONEY-NHCUHLMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,4S)-4-[1-(4-acetylphenyl)ethenyl]-1-[(4-methylphenyl)sulfonyl]-3-pyrrolidinol 、 (R)-(+)-α-甲氧基-α-(三氟甲基)苯乙酸 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， 生成
  参考文献：
  名称：

  Enantioselective Arylative Cyclization of Allenyl Aldehydes with Arylboronic Acids under Pd(II)-diphosphine Catalysis

  摘要：

  A Pd(OAc)(2)-SEGPHOS combination catalyzes the first enantioselective arylative cyclization of allenyl aldehydes with arylboronic acids to provide cis-fused five- and six-membered cyclic homoallylic alcohols. The excellent diastereo- and enantioselectivity and the fact that the reaction proceeds at room temperature in the absence of any additives make the process highly practical.

  DOI：

  10.1021/ol702966j
• 作为产物：
  描述：

  4-乙酰基苯硼酸 、 N-buta-2,3-dienyl-4-methyl-N-(2-oxo-ethyl)-benzenesulfonamide 在 [Pd(OAc)₂(dppe)] 作用下， 生成 (3S,4S)-4-[1-(4-acetylphenyl)ethenyl]-1-[(4-methylphenyl)sulfonyl]-3-pyrrolidinol
  参考文献：
  名称：

  Enantioselective Arylative Cyclization of Allenyl Aldehydes with Arylboronic Acids under Pd(II)-diphosphine Catalysis

  摘要：

  A Pd(OAc)(2)-SEGPHOS combination catalyzes the first enantioselective arylative cyclization of allenyl aldehydes with arylboronic acids to provide cis-fused five- and six-membered cyclic homoallylic alcohols. The excellent diastereo- and enantioselectivity and the fact that the reaction proceeds at room temperature in the absence of any additives make the process highly practical.

  DOI：

  10.1021/ol702966j

文献信息

• Enantioselective Arylative Cyclization of Allenyl Aldehydes with Arylboronic Acids under Pd(II)-diphosphine Catalysis
  作者：Hirokazu Tsukamoto、Tomotaka Matsumoto、Yoshinori Kondo

  DOI：10.1021/ol702966j

  日期：2008.3.1

  A Pd(OAc)(2)-SEGPHOS combination catalyzes the first enantioselective arylative cyclization of allenyl aldehydes with arylboronic acids to provide cis-fused five- and six-membered cyclic homoallylic alcohols. The excellent diastereo- and enantioselectivity and the fact that the reaction proceeds at room temperature in the absence of any additives make the process highly practical.