How Important Are Secondary Orbital Interactions in Favoring the Endo Mode in 1,3-Dipolar Cycloadditions of Nitrones?

DOI: 10.1021/jo00298a001

Source and publish data:

Journal of Organic Chemistry p. 3427 - 3429 (1990)

Update date:2022-08-05

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Authors:

Burdisso, Marina

Gandolfi, Remo

Gruenanger, Paolo

Rastelli, Augusto

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Article abstract of DOI:10.1021/jo00298a001

Experimental endo /exo selectivity data for the reaction of cyclic and open-chain nitrones with Z-disubstituted dipolarophiles as well as computational data cast serious doubt on the role of secondary overlaps as important endo orienting factors in nitrone cycloadditions.

Full text of DOI:10.1021/jo00298a001

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