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Volumn , Issue 14, 2007, Pages 2352-2364

Selectivity in 1,3-Dipolar cycloadditions of β-substituted captodative olefins - An experimental and DFT transition state study

Author keywords

Cycloadditions; Density functional calculations; Nitrones; Regioselectivity; Transitions states

Indexed keywords


EID: 34250676159     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200600988     Document Type: Article
Times cited : (22)

References (92)
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    • 290851 (for 12f), and -290853 (for 17a) contain the supplementary crystallographic data for this paper
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    • CCDC-290852 (for 12d), -290851 (for 12f), and -290853 (for 17a) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam. ac.uk/data_request/cif.
    • These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
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    • For recent computational studies about the regio- and stereoselectivity in 1,3-dipolar cycloaddition of substituted nitrones and dipolarophiles, see: a
    • For recent computational studies about the regio- and stereoselectivity in 1,3-dipolar cycloaddition of substituted nitrones and dipolarophiles, see: a) P. Merino, J. Revuelta, T. Tejero, U. Chiacchio, A. Rescifina, G. Romeo, Tetrahedron 2003, 59, 3581-3592;
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    • The B3LYP/6-31G(d) level of theory was considered adequate for modeling the TSs of the 1,3-dipolar cycloaddition of nitrones: C. Di Valentin, M. Freccero, R. Gandolfi, A. Rastelli J. Org. Chem. 2000, 65, 6112-6120;
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    • and other dipoles: M.-D. Su, H.-Y. Liao, W.-S. Chung, S.-Y. Chu, J. Org. Chem. 1999, 64, 6710-6716.
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