Title of article :
Ring Selectivity in the Na/EtOH Reduction of 1-Aryl-7methoxynaphthalenes
Author/Authors :
Carreno، M. Carmen نويسنده , , Gonzalez-Lopez، Marcos نويسنده , , Urbano، Antonio نويسنده , , Latorre، Alfonso نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2005
Abstract :
Na/EtOH reduction of 1-aryl-7-methoxynaphthalenes occurred preferentially at the A-ring when no substituents were present at the orthopositions of the aryl group (up to 100% selectivity), to afford 1-aryl-7methoxy-1,2,3,4-tetrahydronaphthalenes. Ortho-substitution of the 1-aryl moiety favored B-ring reduction (up to 85:15 selectivity) giving rise, after acidic hydrolysis of the vinyl ether intermediate, to the corresponding 8aryl-2-tetralones.
Keywords :
steric hindrance , Reductions , Biaryls , sodium , chemoselectivity
