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[10a] Cyclobutanone is commercially available (at a cost of ca. USS 140.- per 5 g) or can be prepared in three steps from 1,3-dibromopropane; cf.: L. Fitjer, U. Quabeck, Synthesis 1987, 299-300.
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[10b] Cyclopropyltriphenylphosphonium bromide is commercially available (at a cost of ca. USS 67.- per 25 g) or can be prepared in two steps from 1,3-dibromopropane and triphenylphosphane; cf.: A. Maercker, V. E. E. Daub, Tetrahedron 1994, 50, 2439-2458.
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30
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0003024740
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note
-
Cyclobutylidenecyclopropane (7) can be separated from the by-product 8 by preparative gas chromatography.
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31
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0001048347
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b
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Nitrones 9 and 10 were synthesized by treatment of N-methylhydroxylamine with the corresponding aldehydes. For a general reference on nitrone syntheses see: D. Döpp, H. Döpp, Methoden Org. Chem. (Houben-Weyl) 1990, vol. E 14b/part 2, p. 1372-1544.
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33847581816
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Calculations were performed with the SPARTAN 5.1 package, Wavefunction, Inc., 18401 Von Karman Ave., Ste. 370, Irvine, CA 92612, USA
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Calculations were performed with the SPARTAN 5.1 package, Wavefunction, Inc., 18401 Von Karman Ave., Ste. 370, Irvine, CA 92612, USA.
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41
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0004019396
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(Ed.: D. W. Jones), Oxford University Press, Oxford
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-3. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited as supplementary publication no. CCDC-162633 with the Cambridge Crystallographic Data Centre. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (internat.) + 44-1223/336-033; E-mail: deposit@ccdc.cam.ac.uk].
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