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Elaboration of Peptidomimetics Derived from a PADAM Approach: Synthesis of Polyfunctionalised 2(1H)-Pyrazinones via an Unexpected Aromatisation

  作者 BASSO ANDREA; BANFI LUCA; GUANTI GIUSEPPE; RIVA RENATA; TOSATTI PAOLO  
  选自 期刊  SYNLETT;  卷期  2011年-14;  页码  2009-2012  
  关联知识点  
 

[摘要]When the PADAM (Passerini reaction-amine deprotection-acyl migration) strategy is applied to N-Boc amino acids, the resulting beta-acylamino-alpha-hydroxyamides can be elaborated by secondary-alcohol oxidation, Boc deprotection, and intramolecular cyclisation. When TFA is employed to cleave the Boc group a spontaneous aromatisation to 2(1H)-pyrazinones is observed.

 
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