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Volumn 116, Issue 10, 1994, Pages 4279-4288

Group Transfer Addition Reactions of Methyl(phenylseleno)malononitrile to Alkenes

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EID: 0000390580     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00089a017     Document Type: Article
Times cited : (86)

References (90)
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    • Unpublished observations.
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    • Examples and leading references: (a)
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    • Pryor, W. A., Ed., ACS Symposium Series C.; American Chemical Society: Washington, DC, These biomolecular chalcogen transfer reactions follow in the steps of well-known intramolecular transfers. See:
    • These biomolecular chalcogen transfer reactions follow in the steps of well-known intramolecular transfers. See: Kampmeier, J. A.; Jordan, R. B.; Liu, M. S.; Yamanaka, H.; Bishop, D. J. Organic Free Radicals; Pryor, W. A., Ed., ACS Symposium Series C.; American Chemical Society: Washington, DC, 1978; p 16.
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    • Recent measurements have shown that rate constants for bromine transfer from RBr and phenylselenium transfer from RSePh are comparable (ref 9f). Thermoneutral bromine transfer reactions cannot generally be used to propagate chains. See:
    • Recent measurements have shown that rate constants for bromine transfer from RBr and phenylselenium transfer from RSePh are comparable (ref 9f). Thermoneutral bromine transfer reactions cannot generally be used to propagate chains. See: Newcomb, M.; Curran, D. P. Acc. Chem. Res. 1988, 21, 206.
    • (1988) Acc. Chem. Res. , vol.21 , pp. 206
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    • Recent examples of such tandem addition/cyclizations: (a)
    • Recent examples of such tandem addition/cyclizations: (a) Miura, K.; Oshima, K.; Utimoto, K. Chem. Lett. 1992, 2477.
    • (1992) Chem. Lett. , pp. 2477
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    • Heteroatom-substituted radicals, oxygen: (a)
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    • Quintard, J.P.1    Pereyre, M.2
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    • For related β-fragmentations at <150°C, see:
    • For related β-fragmentations at <150°C, see: Huang, R. L.; Oog, C.-O.; Ong, S. H. J. Chem. Soc. C 1968, 2217.
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    • This paper includes several competitions with the unsubstituted malononitrile radical
    • Gleicher, G. J.; Mahiou, B.; Aretakis, A. J. J. Org. Chem. 1989, 54, 308. This paper includes several competitions with the unsubstituted malononitrile radical
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    • Gleicher, G.J.1    Mahiou, B.2    Aretakis, A.J.3
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    • Fischer, H.1


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