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Fluorous Substituent-Based Enantiomer and Diastereomer Separation: Orthogonal Use of HPLC Columns for the Synthesis of Nonproteinogenic Polyfluoro Amino Acids and Peptides

✍ Scribed by Takayuki Tonoi; Aya Nishikawa; Tomoko Yajima; Hajime Nagano; Koichi Mikami


Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
412 KB
Volume
2008
Category
Article
ISSN
1434-193X

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✦ Synopsis


Abstract

A variety of fluorine‐containing amino acid and dipeptide precursors bearing different lengths of perfluoroalkyl chains were separated into their enantiomers and diastereomers, respectively, by the orthogonal use of fluorous and chiral HPLC columns. These results show the applicability of fluorous racemic mixture synthesis for various “fluorinated” chiral products without introducing conventional cleavable fluorous tags. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)