Molecules 2000, 5(12), 1251-1258; doi:10.3390/51201251
Article

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

Marcello Crucianelli 1,*, Natalia Battista 1 , Pierfrancesco Bravo 2,3 , Alessandro Volonterio 2  and Matteo Zanda 2,* email
1 Dipartimento di Chimica, Ingegneria Chimica e Materiali, Università di L'Aquila, Via Vetoio, I-67010 Coppito, Italy 2 Dipartimento di Chimica del Politecnico, via Mancinelli 7, I-20131 Milano, Italy 3 C.N.R. - Centro di Studio sulle Sostanze Organiche Naturali, via Mancinelli 7, I-20131 Milano, Italy
* Authors to whom correspondence should be addressed.
Received: 6 October 2000 / Accepted: 7 November 2000 / Published: 18 December 2000
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Abstract: 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.
Keywords: Fluorine; Amino acids; Sulfinimines; Asymmetric synthesis

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MDPI and ACS Style

Crucianelli, M.; Battista, N.; Bravo, P.; Volonterio, A.; Zanda, M. Facile and Stereoselective Synthesis of Non-Racemic 3,3,3-Trifluoroalanine. Molecules 2000, 5, 1251-1258.

AMA Style

Crucianelli M, Battista N, Bravo P, Volonterio A, Zanda M. Facile and Stereoselective Synthesis of Non-Racemic 3,3,3-Trifluoroalanine. Molecules. 2000; 5(12):1251-1258.

Chicago/Turabian Style

Crucianelli, Marcello; Battista, Natalia; Bravo, Pierfrancesco; Volonterio, Alessandro; Zanda, Matteo. 2000. "Facile and Stereoselective Synthesis of Non-Racemic 3,3,3-Trifluoroalanine." Molecules 5, no. 12: 1251-1258.

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