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Synfacts 2011(10): 1074-1074  
DOI: 10.1055/s-0030-1261156
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

One-Pot Synthesis of Unusual 15-Membered Polyether Macrocycles

Contributor(s): Timothy M. Swager, Sébastien Rochat
D. Rix, R. Ballesteros-Garrido, W. Zeghida, C. Besnard, J. Lacour*
University of Geneva, Switzerland
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Publication History

Publication Date:
20 September 2011 (online)

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Significance

Functionalized 15-membered macrocycles 2 are generated in moderate to high yield by dissolving α-diazocarbonyl compounds 1 in oxetane (1 M) in the presence of a rhodium(II) catalyst. Further, hydrogenation of the unsaturated compound leads to 15-crown-4 analogues.