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note
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This is in contrast to the cyclopropanations catalyzed by alkylidene 2 that were observed by Diver and co-workers (ref 10a). In any event, while cyclopropanation products were not observed, fumarate and maleate diazo decomposition products were present.
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30744466339
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note
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The fumarates and maleates were major byproducts in this reaction.
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33
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0024469029
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For an example of similar cyclopropanation regioselectivity, see; Sen, S. E.; Prestwich, G. D. J. Med. Chem. 1989, 32, 2152.
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The loss of metathesis activity upon treatment with diazoester suggests that metathesis active enoic ruthenium complexes are not being generated. For examples of these complexes, see: (a) Ulman, M.; Belderrain, T. R.; Grubbs, R. H. Tetrahedron Lett. 2000, 41, 4689.
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0000415049
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The requirement of a 1,3-diene in a cyclopropanation has been observed previously and may provide insight into the mechanistic course of this reaction. For example, see: Harvey, D. F.; Lund, K. P. J. Am. Chem. Soc. 1991, 113, 8916.
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