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
Pages
-1600
From page
1601
To page
0
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
Journal title
Synlett
Serial Year
2005
Journal title
Synlett
Record number
110709
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