The synthesis of dehydroamino acids from pyruvic acid

Synthetic Communications

Volumn 27, Issue 21, 1997, Pages 3815-3822

  Davies, David T ^b   Goodall, Karen ^a   Kapur, Neha ^a   O'Brien, Matthew ^a   Parsons, Andrew F ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID DERIVATIVE; DEHYDROALANINE;

AMINO ACID SYNTHESIS; ARTICLE; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; METHODOLOGY; REACTION ANALYSIS;

EID: 0030833397     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708007306     Document Type: Article

References (21)

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16. Reaction of (1a) with (S)-α-methylbenzylamine (under the same reaction conditions) did not afford any dehydroalanine.
17. For the reaction of pyruvates with amines see for example: (i) Yamada, S-i. and Hashimoto, S-i. Tetrahedron Lett., 1976, 997.
18. (ii) Quick, J. Tetrahedron Lett., 1977, 327.
19. Lower yields were obtained using alternative bases including pyridine or triethylamine.
20. 3N) and different reaction conditions, was considerably less efficient (22% yield).
21. Pirrung, M.C. Tetrahedron Lett., 1980, 21, 4577.