Synthesis of 2,5-dihydrofurans via alkylidene carbene insertion reactions
โ Scribed by Walker, Louise F.; Bourghida, Ahmed; Connolly, Stephen; Wills, Martin
- Book ID
- 120570860
- Publisher
- Royal Society of Chemistry
- Year
- 2002
- Weight
- 338 KB
- Volume
- 7
- Category
- Article
- ISSN
- 1472-7781
- DOI
- 10.1039/B111097G
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๐ SIMILAR VOLUMES
## Synthesis of 2,5-Dihydrofurans via Alkylidene Carbene Insertion Reactions. -Insertion of a vinylidene carbene into the ฮฑ-CH bond of the dihydroxyacetone derived ethers (I) provides an efficient synthesis of the dihydrofurans (III). Furthermore, the method allows an entry to the core structure
A series of intramolecular alkylidene insertion reactions have been investigated. The nature of the substituents is demonstrated to have a dramatic effect on the outcome. In one example a novel rearrangement is observed.
Unique 1-[2H,5H-dihydrofur-3-yl]ketones have been synthesized from propargylic nitroethers via intramolecular cycloadditions involving silyl nitronates. Various substituent groups were placed on the 2 and 5 positions of the dihydrofuran rings. We examined the scope of the long-range coupling in prot