Facile and Stereoselective Synthesis of Non-Racemic 3,3,3-Trifluoroalanine

Molecules

Marcello Crucianelli¹  Natalia Battista¹  Pierfrancesco Bravo¹  Alessandro Volonterio¹ 

[1] ¹Dipartimento di Chimica, Ingegneria Chimica e Materiali, Università di L'Aquila, Via Vetoio, I-67010 Coppito, Italy ²Dipartimento di Chimica del Politecnico, via Mancinelli 7, I-20131 Milano, Italy ³C.N.R. - Centro di Studio sulle Sostanze Organiche Naturali, via Mancinelli 7, I-20131 Milano, Italy

关键词: Fluorine;    Amino acids;    Sulfinimines;    Asymmetric synthesis;   

DOI  :  10.3390/51201251

来源: mdpi

【 摘 要 】

A highly stereoselective enantiodivergent synthesis of non-racemic 3,3,3-trifluoroalanine 7 is reported. The methodology is based on the reduction, by 9-BBN or DIBAH, of the chiral sulfinimine 3 derived from ethyl trifluoropyruvate, followed by acidic hydrolysis of the resulting diastereomeric sulfinamides 4 and 5.

【 授权许可】

CC BY   
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