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Enantiopure Trifluoromethylated beta(3,3)-Amino Acids: Synthesis by Asymmetric Reformatsky Reaction with Stable Analogues of Trifluoromethyl N-tert-Butanesulfinylketoimines and Incorporation into alpha/beta-Peptides

  作者 GRELLEPOIS FABIENNE  
  选自 期刊  Journal of Organic Chemistry;  卷期  2013年78-3;  页码  1127-1137  
  关联知识点  
 

[摘要]Addition of a Reformatsky reagent to alpha-aryl(alkyl) alpha-trifluoromethyl N-tert-butanesulfinyl hemiaminals, bench-stable surrogates of trifluoromethyl ketoimines, provided beta-alkyl(aryl) beta-trifluoromethyl beta-amino acids derivatives in good yields and high diastereoselectivities. The N-tert-butanesulfinyl beta(3,3)-amino esters were further utilized as versatile intermediates for the elaboration of heterodi- and -tripeptides.

 
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