Chemical and pharmaceutical bulletin

Convenient Synthesis of. ALPHA.-Trifluoromethylated Acyloins from. ALPHA.-Hydroxy or. ALPHA.-Amino Acids.

M Kawase, S Saito, T Kurihara

文献索引：Kawase, Masami; Setsuo, Saito; Teruo, Kurihara Chemical and Pharmaceutical Bulletin, 2000 , vol. 48, # 9 p. 1338 - 1343

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被引用次数: 8

摘要

α-Trifluoromethylated acyloins (2 and 6) have been prepared from α-hydroxy acids (1), N- acylprolines (5) or N-acyl-N-alkyl α-amino acids (8) by novel transformation reactions with trifluoroacetic anhydride (TFAA) in the presence of pyridine. The former reaction of 1 could proceed through mesoionic 1, 3-dioxolium-4-olates, whereas the latter two reactions of α- amino acids (5 and 8) could involve mesoionic 1, 3-oxazolium-5-olates. The reaction of 1 ...