A&tnw Reaction of tetrazolopyridinium salts 1 with nucleophiles proceeds through the neutral intermediate 2. Ring opening of this leads to hetatylbutadienes (3,4,5) of different geometries. Experimental support has been provided for the theoretical supposition that 2 before opening up can undergo ni
Stereoelectronic control of the rate of ring opening in azidofurans
✍ Scribed by Peter J. Newcombe; Robert K. Norris
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 112 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
swnmary . 5-Aside-2-fury1 alkyl ketones are converted into nitrogen and 4,5-dioxo-2-alkenenitriles in a reaction whose facility depends on the nature of the alkyl group.
The recent report of thermally induced fragmentation of asidoisoxasoles* prompts us to report a facile, but substituent dependent ring-opening reaction in some asidofurans.
The asides (A) and
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## Abstract Divergent acid‐catalysed ring‐openings of 4,5‐dimethoxytetrahydropurine‐2,6,8‐triones 2 at position 4, yielding 1‐(5‐methoxyhydantoin‐5‐carbonyl)ureas 4 (R^7^ = Me) or 5‐methoxy‐5‐ureido‐2,4,6‐pyrimidinetriones 5 (R^7^ = H), can be rationalized by assuming a preference for one of two co