Next Article in Journal
An Efficient Synthetic Strategy for the Preparation of Nucleic Acid-Encoded Peptide and Protein Libraries for In Vitro Evolution Protocols
Previous Article in Journal
Improvement of a Critical Intermediate Step in the Synthesis of a Nitroxide-Based Spin-Labeled Deoxythymidine Analog
Molecules 2000, 5(12), 1251-1258; doi:10.3390/51201251

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
Download PDF [43 KB, uploaded 18 June 2014]


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.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
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.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


Cited By

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert