Effective Synthesis of Optically Active Trifluoromethyldiazirinyl Homophenylalanine and Aroylalanine Derivatives with the Friedel-Crafts Reaction in Triflic Acid

Ryo MURASHIGE; Yuta MURAI; Yasumaru HATANAKA; Makoto HASHIMOTO

doi:10.1271/bbb.90027

Bioscience, Biotechnology, and Biochemistry

Online ISSN : 1347-6947
Print ISSN : 0916-8451

Organic Chemistry Regular Papers

Effective Synthesis of Optically Active Trifluoromethyldiazirinyl Homophenylalanine and Aroylalanine Derivatives with the Friedel-Crafts Reaction in Triflic Acid

Ryo MURASHIGE, Yuta MURAI, Yasumaru HATANAKA, Makoto HASHIMOTO

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Keywords: diazirine, photoaffinity labeling, Friedel-Crafts reaction, triflic acid

JOURNAL FREE ACCESS

2009 Volume 73 Issue 6 Pages 1377-1380

DOI https://doi.org/10.1271/bbb.90027

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Abstract

The Friedel-Crafts reaction with 3-(3-methoxyphenyl)-3-(trifluoromethyl)-3H-diazirine and optically active N-TFA-Asp(Cl)-OMe in triflic acid afforded homophenylalanine derivatives without any loss of the optical purity.

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