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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

Bioscience Biotechnology and Biochemistry · 2009 · 13 citations · 23 references

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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.

References

23

Recent Progress in Diazirine‐Based Photoaffinity Labeling

Makoto Hashimoto, Yasumaru Hatanaka · European Journal of Organic Chemistry · 2008 · 206 citations · Full text

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A Novel Family of Aromatic Diazirines for Photoaffinity Labeling

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Cross‐linking chemistry and biology: development of multifunctional photoaffinity probes

Takenori Tomohiro, Makoto Hashimoto, Yasumaru Hatanaka · The Chemical Record · 2005 · 86 citations

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Practical enantioselective synthesis of a homotyrosine derivative and (R,R)-4-propyl-9-hydroxynaphthoxazine, a potent dopamine agonist

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Simple and Versatile Method for Tagging Phenyldiazirine Photophores

Hiroyuki Nakashima, Makoto Hashimoto, Yutaka Sadakane et al. · Journal of the American Chemical Society · 2006 · 69 citations

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