Tetrahedron letters

The silicon-modified metal ammonia reduction of aromatic compounds

PW Rabideau, GL Karrick

Index: Rabideau, Peter W.; Karrick, Gregory L. Tetrahedron Letters, 1987 , vol. 28, # 22 p. 2481 - 2484

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Citation Number: 16

Abstract

Dissolving metal reductions such as the Birch reduction and related reactions represent an important synthetic meth0d.l Regiochemistry is determined by the sites of highest electron density in the anionic intermediates (radical anion or dianion), and these positons may be greatly affected by the presence of substituents. Benzenes, for example, will provide 1,Cdihydro products (u with an electron withdrawing group (EWG), and 25dihydro derivates @ with electron donating ...