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Synthesis 1993; 1993(8): 793-796
DOI: 10.1055/s-1993-25944
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Ethyl 3-(1-Adamantyl)-2-diazo-3-oxopropanoate: Synthetic Use for the Preparation of Some Adamantane Derivatives

Masatomi Ohno* , Motohiro Itoh, Toshiaki Ohashi, Shoji Eguchi
  • *Institute of Applied Organic Chemistry, Faculty of Engineering, Nagoya University, Chikusa, Nagoya 464-01, Japan
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Publication History

Publication Date:
27 September 2002 (online)

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The title compound was prepared by a diazo-transfer method, and utilized for synthesis of an adamantane-substituted ketene and heterocycles including 1,2, 3-triazole,1,2,3-thiadiazole, oxazole, and β-lactam derivatives. Fluorination of this compound was achieved by boron trifluoride promoted dediazotization to give the corresponding α-fluoro-β-oxo ester.