Bulletin of the Chemical Society of Japan

Asymmetric synthesis of fluorophenylalanines and (trifluoromethyl) phenylalanines; the use of chiral pyridoxamine-like pyridinophane-zinc complex as an enzyme …

M Ando, H Kuzuhara

Index: Ando; Kuzuhara Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 7 p. 1925 - 1928

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Citation Number: 24

Abstract

Transamination reactions in the presence of zinc (II) ion between (R)-or (S)-15-aminomethyl- 14-hydroxy-5, 5-dimethyl-2, 8-dithia [9](2, 5) pyridinophane, pyridoxamine analog with planar chirality, and o-, m-, and p-fluorophenylpyruvic acids or o-, m-, and p-(trifluoromethyl) phenylpyruvic acids gave the corresponding fluorophenylalanines or (trifluoromethyl) phenylalanines with 33–66% enantiomeric excess in moderate yields. The observed rate ...