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

✍ Scribed by Jenny M Barks; Bruce C Gilbert; Andrew F Parsons; Bala Upeandran

Book ID: 104230441
Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 70 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00370-7

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✦ Synopsis

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.

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ChemInform Abstract: Addition of Trichlo

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