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Synthesis of fluorinated α‐amino ketones, III. Preparation of fluorinated ketone analogues of phenylalanine, lysine, and p ‐(Guanidino)phenylalanine
Author(s) -
Kolb Michael,
Neises Bernhard,
Gerhart Fritz
Publication year - 1990
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199019900101
Subject(s) - chemistry , phenylalanine , ketone , amino acid , serine , lysine , organic chemistry , stereochemistry , biochemistry , enzyme
The synthesis of α‐amino mono‐, di‐, and trifluoromethyl and difluoromethylene ketones and their derivatives is described. A one‐pot sequence related to the Dakin‐West reaction starts from amino acids and gives the corresponding fluorinated ketone analogues in good yields. The compounds are of interest as potential inhibitors of serine proteases.