Fluorous substituent-based enantiomer and diastereomer separation: Orthogonal use of HPLC columns for the synthesis of nonproteinogenic polyfluoro amino acids and peptides

被引：21

作者：

Tonoi, Takayuki ^{[1
]}

Nishikawa, Aya ^{[1
]}

Yajima, Tomoko ^{[1
]}

Nagano, Hajime ^{[1
]}

Mikami, Koichi ^{[2
]}

机构：

[1] Ochanomizu Univ, Dept Chem, Tokyo 1128610, Japan

[2] Tokyo Inst Technol, Dept Appl Chem, Tokyo 1528552, Japan

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 08期

关键词：

fluorine; racemates; amino acids; peptides;

D O I：

10.1002/ejoc.200701052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

variety of fluorine-containing amino acid and dipeptide precursors bearing different lengths of perfluoroalkyl chains were separated into their enantiorners 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. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

引用

页码：1331 / 1335

页数：5

共 39 条

[11] NOVEL PERFLUOROALKYLATION OF ALKENES WITH PERFLUOROALKANESULPHONYL CHLORIDES CATALYZED BY A RUTHENIUM(II) COMPLEX [J].