Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5280914 | Tetrahedron Letters | 2005 | 4 Pages |
Abstract
A series of unexpected cycloadducts along with normal cycloadducts have been isolated from the 1,3-dipolar cycloaddition of 3,4-dehydromorpholine N-oxide to piperidides of cinnamic acid and para-substituted cinnamic acids and these were analyzed by X-ray crystallography to reveal novel solid-state structures. At first, 1:1 cycloadducts were formed which underwent in situ nucleophilic attack by another reduced nitrone moiety. A plausible iminium–oxonium ion mechanism has been proposed.
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