(S,E)-2-(6-(2,2-bis(phenylsulfonyl)ethyl)-2-(tert-butyldimethylsilyloxy)cyclohex-2-enylidene)acetaldehyde | 1392201-57-8

• 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: (S,E)-2-(6-(2,2-bis(phenylsulfonyl)ethyl)-2-(tert-butyldimethylsilyloxy)cyclohex-2-enylidene)acetaldehyde
• 英文别名: (2E)-2-[(6S)-6-[2,2-bis(benzenesulfonyl)ethyl]-2-[tert-butyl(dimethyl)silyl]oxycyclohex-2-en-1-ylidene]acetaldehyde
• CAS: 1392201-57-8
• 化学式: C₂₈H₃₆O₆S₂Si
• 分子量: 560.808
• InChiKey: SUBOWOLVNVEOSJ-ZUGOUDHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.09
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,1-双(苯基磺酰基)乙烯 、 (E)-2-[2-(tert-butyldimethylsilyloxy)cyclohex-2-enylidene]acetaldehyde 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 邻氟苯甲酸 作用下， 以 氘代氯仿 为溶剂， 反应 20.0h， 以73%的产率得到(S,E)-2-(6-(2,2-bis(phenylsulfonyl)ethyl)-2-(tert-butyldimethylsilyloxy)cyclohex-2-enylidene)acetaldehyde
  参考文献：
  名称：

  Cross-trienamines in Asymmetric Organocatalysis

  摘要：

  Cross-conjugated trienamines are introduced as a new concept in asymmetric organocatalysis. These intermediates are applied in highly enantioselective Diels-Alder and addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and gamma'-addition products, respectively. The nature of the transformations and the intermediates involved are investigated by computational calculations and NMR analysis.

  DOI：

  10.1021/ja3068269

文献信息

• Cross-trienamines in Asymmetric Organocatalysis
  作者：Kim Søholm Halskov、Tore Kiilerich Johansen、Rebecca L. Davis、Marianne Steurer、Frank Jensen、Karl Anker Jørgensen

  DOI：10.1021/ja3068269

  日期：2012.8.8

  Cross-conjugated trienamines are introduced as a new concept in asymmetric organocatalysis. These intermediates are applied in highly enantioselective Diels-Alder and addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and gamma'-addition products, respectively. The nature of the transformations and the intermediates involved are investigated by computational calculations and NMR analysis.