Journal of Organic Chemistry p. 431 - 434 (1989)
Update date:2022-08-02
Topics:
Takeuchi, Hisato
Yanagida, Shun-ichi
Ozaki, Tooru
Hagiwara, Satoshi
Eguchi, Shoji
A new synthesis of oxazoles by an intramolecular aza-Wittig reaction is described.Readily available α-azido ketones 2 were converted to (Z)-β-(acyloxy)vinyl azides 3 by selective enol acylation.These vinyl azides 3 reacted with triethyl phosphite to afford the corresponding oxazole derivatives 5 via the Staudinger reaction, followed by an intramolecular aza-Wittig reaction.In particular, this oxazole synthesis was useful for oxazoles having acid-labile substituents.
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