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Synthesis of 2-Trifluoromethyl-1,3-oxazolidines as Hydrolytically Stable Pseudoprolines

  作者 CHAUME GREGORY; BARBEAU OLIVIER; LESOT PHILIPPE; BRIGAUD THIERRY  
  选自 期刊  Journal of Organic Chemistry;  卷期  2010年75-12;  页码  4135-4145  
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[摘要]Trifluoromethyl group containing oxazolidines (Fox) are conveniently synthesized by condensation of serine esters with trifluoroacetaldehyde hemiacetal or trifluoroacetone. These oxazolidines can undergo N-acylation and amidification reactions and are completely configurationally and hydrolytically stable. Therefore, they can be considered as highly valuable proline surrogates (Tfm-pseudoprolines).

 
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