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Synlett 2004(7): 1273-1275  
DOI: 10.1055/s-2004-825590
LETTER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 2-Substituted Cyclobutanones as γ-Irradiation Marker Products of Lipid-Containing Foods

Guido Verniest, Stefaan Boterberg, Jeroen Colpaert, Tinneke Van Thienen, Christian V. Stevens, Norbert De Kimpe*
Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, Ghent University, Coupure Links 653, 9000 Gent, Belgium
Fax: +32(9)2646243; e-Mail: norbert.dekimpe@UGent.be;
Further Information

Publication History

Received 16 February 2004
Publication Date:
10 May 2004 (online)

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Abstract

A short and efficient synthesis is described towards 2-dodecyl-, 2-tetradecyl, 2-(5-tetradecenyl)- and 2-(5,8-tetradeca­dienyl)cyclobutanones, which are specific markers of gamma-irradiated foodstuffs, e.g. chicken meat and liquid whole egg.

Key words

cyclobutanones - total synthesis - alkynes - alkenes - alkylation

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Colpaert, J.; Kesteleyn, B.; Boterberg, S.; Stevens, C.; De Kimpe, N. New Method for the Synthesis of (Z)-2-(5-Tetradecenyl)cyclobutanone as Marker for Irradiated Foodstuffs, 4th International Conference on Agro and Food Physics, May 16-20, 2000, Instanbul (Turkey), Abstract 11, 74.