(2R,3S,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-[(trimethylsilyl)ethynyl]cyclopentanone

• 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: (2R,3S,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-[(trimethylsilyl)ethynyl]cyclopentanone
• 英文别名: (2R,3S,4S)-2-(benzenesulfonyl)-4-[tert-butyl(dimethyl)silyl]oxy-3-(2-trimethylsilylethynyl)cyclopentan-1-one
• 化学式: C₂₂H₃₄O₄SSi₂
• 分子量: 450.747
• InChiKey: RBOVILSRXHTWAM-SESVDKBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  diethyl[(trimethylsilyl)acetylenyl]aluminum 、 (S)-4-[tert-Butyldimethylsilyloxy]-2-phenylsulfonyl-2-cyclopentenone 以 正己烷 、 甲苯 为溶剂， 反应 0.5h， 生成 (2R,3S,4S)-4-tert-Butyldimethylsilyloxy-3-ethyl-2-phenylsulfonylcyclopentanone 、 (2S,3R,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-[(trimethylsilyl)ethynyl]cyclopentanone 、 (2R,3S,4S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-3-[(trimethylsilyl)ethynyl]cyclopentanone
  参考文献：
  名称：

  Stereoselective Conjugate Addition of Alkyl Groups to (S)-4-(tert-Butyldimethylsilyloxy)-2-phenylsulfonyl-2-cyclopentenone by Means of Trialkylaluminum Reagents

  摘要：

  DOI：

  10.1055/s-1999-2823

文献信息

• Stereoselective Conjugate Addition of Alkyl Groups to ( S )-4-( tert -Butyldimethylsilyloxy)-2-cyclopentenone Derivatives
  作者：Takayuki Yakura、Kenji Tanaka、Tomoko Kitano、Jun'ichi Uenishi、Masazumi Ikeda

  DOI：10.1016/s0040-4020(00)00686-4

  日期：2000.9

  Reaction of (S)-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)-2-cyclopentenone (2) and a 2-methoxycarbonyl congener (3) with R2CuLi or RMgBr-CuI stereoselectively gave (2S,3R,4S)-3-alkyl-2-benzenesulfonyl-4-(tert-butyldimethylsilyloxy)cyclopentanone (4) and its (2S,3S,4S)-2-methoxycarbonyl derivative (5) as a major diastereoisomer. On the other hand, reaction with R3Al in toluene exclusively gave the corresponding 3,4-cis-adducts 6 and 7. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Stereoselective Conjugate Addition of Alkyl Groups to (<i>S</i>)-4-(<i>tert</i>-Butyldimethylsilyloxy)-2-phenylsulfonyl-2-cyclopentenone by Means of Trialkylaluminum Reagents
  作者：Takayuki Yakura、Kenji Tanaka、Miki Iwamoto、Masatake Nameki、Masazumi Ikeda

  DOI：10.1055/s-1999-2823

  日期：1999.8