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Facile Preparation of Oxazole-4-carboxylates and 4-Ketones from Aldehydes using 3-Oxazoline-4-carboxylates as Intermediates

Kenichi Murai, Yusuke Takahara, Tomoyo Matsushita, Hideyuki Komatsu and Hiromichi Fujioka*

*Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka 565-0871, Japan, Email: fujiokaphs.osaka-u.ac.jp

K. Murai, Y. Takahara, T. Matsushita, H. Komatsu, H. Fujioka, Org. Lett., 2010, 12, 3456-3459.

DOI: 10.1021/ol1012789 (free Supporting Information)



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Abstract

3-oxazoline-4-carboxylates as easily available synthetic intermediates can be oxidized to yield oxazole-4-carboxylates. Furthermore, derivatization of 3-oxazoline-4-carboxylates with Grignard reagents enables a facile preparation of 4-keto-oxazole derivatives.

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Key Words

3-Oxazolines, Oxazoles, N-Bromosuccinimide


ID: J54-Y2010-2090