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

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

1,*, 1, 2,3, 2 and 2,*
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 Fluorine; Amino acids; Sulfinimines; Asymmetric synthesis
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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