An efficient synthesis of trisubstituted oxazoles via chemoselective O-acylations and intramolecular Wittig reactions.

Chem Commun (Camb)

Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 11677, Taiwan, Republic of China.

Published: November 2013

Preparation of new types of trisubstituted oxazoles is realized via chemoselective O-acylations and intramolecular Wittig reactions with ester functionalities using in situ formed phosphorus ylides as key intermediates. A plausible reaction mechanism for this undiscovered chemistry is also proposed based on the existence of expected and rearranged isomeric oxazoles.

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http://dx.doi.org/10.1039/c3cc45883kDOI Listing

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