Tetrahedron p. 2039 - 2054 (1995)
Update date:2022-07-29
Topics:
Gioanola, Milena
Leardini, Rino
Nanni, Daniele
Pareschi, Patrizia
Zanardi, Giuseppe
Cyclisation of radicals 6a,b is highly regioselective towards a 5-exo process; 6-endo ring closure is a minor route and their ratio depends on the substituents.No ring expansion of the five-membered radical intermediates 7a,b was observed.Radicals 27a,b give rise to 5-exo cyclisation regiospecifically.A competitive 1,5-hydrogen shift leading to imidoyl radicals was noticed.An analogous behaviour is also exhibited by vinyl radicals when allowed to add to carbon-nitrogen double bonds.
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