Unexpected Product from the Dakin-West Reaction of N-Acylprolines using Trifluoroacetic Anhydride: A Novel Access to 5-Trifluoromethyloxazoles

DOI: 10.1016/0040-4039(93)89032-L

Source and publish data:

Tetrahedron Letters p. 859 - 862 (1993)

Update date:2022-08-03

Topics:

Authors:

Kawase, Masami

Miyamae, Hiroshi

Narita, Mariko

Kurihara, Teruo

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Article abstract of DOI:10.1016/0040-4039(93)89032-L

The base-catalyzed reaction of N-acylprolines with trifluoroacetic anhydride proceeds through mesoionic 1,3-oxazolium-5-olates followed by the pyrrolidine ring cleavage to afford the 5-trifluoromethyloxazoles in good yields.Key Words: N-acylproline; oxazo

Full text of DOI:10.1016/0040-4039(93)89032-L

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Product name:Trifluoro-acetic acid 3-[2-((E)-1-methyl-2-phenyl-vinyl)-5-trifluoromethyl-oxazol-4-yl]-propyl ester

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