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Synthesis of Oxosumanenes through Benzylic Oxidation

  作者 AMAYA TORU; HIFUMI MAIKO; OKADA MICHIAKI; SHIMIZU YASUTOMO; MORIUCHI TOSHIYUKI; SEGAWA KOUJI; ANDO YOICHI; HIRAO TOSHIKAZU  
  选自 期刊  Journal of Organic Chemistry;  卷期  2011年76-19;  页码  8049-8052  
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[摘要]Oxosumanenes were synthesized through benzylic oxidation. The electronic and redox properties were revealed to exhibit the expanded pi-conjugation compared to sumanene. Single-crystal X-ray analysis of monooxosumanene showed columnar pi-stacking in a concave-convex fashion. Stereoselective trimethylation of the trioxo derivative was performed via 1,2-addition to the carbonyl groups.

 
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