The copper(I) or ruthenium(II)-mediated radical cyclisation of halo-amides has been utilised to afford functionalised pyrrolidinones via 5-endo-trig or 5-exo-trig radical cyclisation pathways. This methodology has been applied to novel and concise syntheses of the anti-epileptic drug gabapentin and the biologically active natural product pulchellalactam.
Metal-catalysed radical cyclisations leading to N-heterocycles: new approaches to gabapentin and pulchellalactam / Bryans, Js; Chessum, Nea; Huther, N; Parsons, Af; Ghelfi, Franco. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 59:33(2003), pp. 6221-6231. [10.1016/S0040-4020(03)01030-5]
Metal-catalysed radical cyclisations leading to N-heterocycles: new approaches to gabapentin and pulchellalactam
GHELFI, Franco
2003
Abstract
The copper(I) or ruthenium(II)-mediated radical cyclisation of halo-amides has been utilised to afford functionalised pyrrolidinones via 5-endo-trig or 5-exo-trig radical cyclisation pathways. This methodology has been applied to novel and concise syntheses of the anti-epileptic drug gabapentin and the biologically active natural product pulchellalactam.
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