An experimental and theoretical study of stereoselectivity of furan-maleic 
anhydride and furan-maleimide Diels-Alder reactions

Rulisek, L.; Sebek, P.; Havlas, Z.; Hrabal, R.; Capek, P.; Svatos, A.

doi:10.1021/jo050759z

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An experimental and theoretical study of stereoselectivity of furan-maleic anhydride and furan-maleimide Diels-Alder reactions

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Svatos, A.
Research Group Mass Spectrometry, MPI for Chemical Ecology, Max Planck Society;

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Citation

Rulisek, L., Sebek, P., Havlas, Z., Hrabal, R., Capek, P., & Svatos, A. (2005). An experimental and theoretical study of stereoselectivity of furan-maleic anhydride and furan-maleimide Diels-Alder reactions. The Journal of Organic Chemistry, 70(16), 6295-6302. doi:10.1021/jo050759z.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0012-B410-D

Abstract

The stereoselectivity of the reaction of furan (1) with maleic anhydride (2) and maleimide (3) was studied experimentally and theoretically. Although the two reactions are highly similar with regard to their preference for endo and exo steroisomers, not