Record number :
1843918
Title of article :
The Dowd–Beckwith ring expansion: a theoretical study
Author/Authors :
Ardura، نويسنده , , Diego and Sordo، نويسنده , , Tomلs L.، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2004
Pages :
4
From page :
8691
To page :
8694
Abstract :
UB3LYP/6-311++G(d,p) and ROMP2/6-311++G(d,p)//UB3LYP/6-311++G(d,p) calculations including the effect of benzene solvent through the PCM-UAHF method render a concerted mechanism without fragmentation as the most favourable one for the Dowd–Beckwith radical ring expansion of the bromomethyl adduct of methyl cyclopentanone-2-carboxylate to yield methyl cyclohexanone-3-carboxylate. The corresponding concerted TS is a bicyclic alcoxy radical.
Keywords :
Radical ring expansion , DFT calculations , Dowd–Beckwith reaction
Journal title :
Tetrahedron Letters
Serial Year :
2004
Link To Document :
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