Abstract
Intermolecular competition for cyclopentyne by different alkenes supports the hypothesis that organolithium-promoted decomposition of precursors to cyclopentyne affords one or more lithiumion-complexed species. Competition reactions with mixtures of 2,3-dihydropyran do not clearly differentiate between complexed and unencumbered (free) forms of cyclopentyne, but those involving spirodiene 2 and cyclohexene do. Remarkably, the cycloaddition reactions of free cyclopentyne are not diffusion-controlled despite its high reactivity.
Original language | English |
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Pages (from-to) | 10067-10072 |
Number of pages | 6 |
Journal | Journal of Organic Chemistry |
Volume | 68 |
Issue number | 26 |
DOIs | |
State | Published - 26 Dec 2003 |