Facile and stereoselective synthesis of non-racemic trifluoroalanine

Marcello Crucianelli; Natalina Battista; Pierfrancesco Bravo; Alessandro Volontiero; Matteo Zanda

doi:10.3390/ecsoc-4-01815

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Facile and stereoselective synthesis of non-racemic trifluoroalanine

Marcello Crucianelli

^{*

1},

Natalina Battista

¹,

Pierfrancesco Bravo

^{2, 3},

Alessandro Volontiero

²,

Matteo Zanda

^{*

2}

¹ Dipartimento di Chimica, Ingegneria Chimica e Materiali, Universita dell'Aquila, Via Vetoio, I-67010 Coppito, Italy
² Dipartimento di Chimica del Politecnico, via Mancinelli 7, I-20131 Milano, Italy
³

Published: 11 September 2000 by MDPI in The 4th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-4-01815

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

Keywords: n/a

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Marcello Crucianelli

Natalina Battista

Pierfrancesco Bravo

Alessandro Volontiero

Matteo Zanda