Intramolecular addition of vinyl and aryl radicals to oxime ethers in the synthesis of five-, six- and seven-membered ring systems

1994; Issue: 23 Linguagem: Inglês

10.1039/p19940003499

ISSN

2050-8255

Autores

Susan E. Booth, Paul R. Jenkins, Christopher J. Swain, J. B. Sweeney,

Tópico(s)

Traditional and Medicinal Uses of Annonaceae

Resumo

The oxime ethers 2a–e have been cyclised with Bu3SnH to the alkoxyamino-3-methylidenechromanes 3a–e. Seven-membered ring formation was observed when the oxime ethers 7a, b were converted into the dibenzo[b,e]oxepines 8a, b under similar conditions. 1-Methoxyaminoindanes 12a, b were produced from the cyclisation of the substrates 11a, b and the cis-fused cyclic products 15a, b and 18 were obtained from compounds 14a, b and 17, respectively.

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