Simple synthesis of 5-substituted resorcinols: a revisited family of interesting bioactive molecules

E Alonso, DJ Ramón, M Yus

Index: Alonso, Emma; Ramon, Diego J.; Yus, Miguel Journal of Organic Chemistry, 1997 , vol. 62, # 2 p. 417 - 421

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Citation Number: 110

Abstract

The reaction of 3, 5-dimethoxybenzyl trimethylsilyl ether (3) with different aldehydes (n- PrCHO, n-C11H23CHO, MeCHO, PhCHO) in the presence of lithium powder and a catalytic amount of naphthalene (4 mol%) gave, after hydrolysis, the expected alcohols 4 in moderate yields. The dehydroxylation of these compounds through the corresponding mesylates 5 or directly from benzylic derivatives by catalytic hydrogenation, afforded compounds 6, which ...