Radical promoted cyclisations of trichloroacetamides with silyl enol ethers and enol acetates: The role of the hydride reagent [tris(trimethylsilyl)silane vs. tributylstannane]

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 9, 1999, Pages 1157-1162

  Quirante, Josefina ^a   Escolano, Carmen ^a   Diaba, Faïza ^a   Bonjoch, Josep ^a  

^a UNIVERSITY OF BARCELONA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001436004     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a900952c     Document Type: Article

References (58)

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49. -1) can drive the process.
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51. Attempts to reduce ketone 3 were also unsuccessful when working with TBTH-AIBN, alone, with tributylchlorostannane or with trimethylchlorosilane in the reaction medium.
52. When the ratio of TBTH is low (see Table 1) a significant percentatge of ketones 4 and 5 are isolated, suggesting that a competitive mechanism, similar to that depicted in Scheme 2, is also operating.
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