Radical cyclisation reactions involving phosphonyl radicals: the use of phosphites and phosphine oxides as alternatives to tributyltin hydride

Autor: Bala Upeandran, Jenny M. Barks, Andrew F. Parsons, Bruce C. Gilbert
Rok vydání: 2001
Předmět:
Zdroj: Tetrahedron Letters. 42:3137-3140
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00370-7
Popis: Free radical cyclisation of a variety of 1,6-dienes using CCl 4 in the presence of diethyl phosphite or diphenylphosphine oxide has been investigated. These reactions involve addition of the trichloromethyl radical to the diene followed by a 5- exo - trig cyclisation reaction. The resultant cyclic primary radical can abstract a chlorine atom from CCl 4 or alternatively, abstract a hydrogen atom from the solvent or the organophosphorus compound.
Databáze: OpenAIRE