On treatment with base the pentynones 8aΨf undergo anionic addition reactions of the resulting enolate species to the alkyne moiety and afford the 2,5-disubstituted furans 10aΨf in yields ranging from 10Οͺ91%. The proposed mechanism involves the 2-methylene-dihydrofurans 11 as intermediates which tau
ChemInform Abstract: Anionic Cyclizations of Pentynones and Hexynones: Access to Furan and Pyran Derivatives.
β Scribed by Thomas Nicola; Ralf Vieser; Wolfgang Eberbach
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 32 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0931-7597
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## Synthesis of pyran (and furan)-3-yl Methanols by Oxygenative Radical Cyclization. -A general one-step method for the synthesis of title compounds including carbohydrate derivatives is given using two effective catalytic systems, Bu 3 SnH/AIBN/O 2 and Co(salen)/NaBH 4 /O 2 . Competition from o