Tetrahedron letters

Polymer-supported preparation of substituted phenols: A new example of simultaneous cyclization-cleavage reaction on solid phase

AR Katritzky, SA Belyakov, Y Fang, JS Kiely

Index: Katritzky, Alan R.; Belyakov, Sergei A.; Fang, Yunfeng; Kiely, John S. Tetrahedron Letters, 1998 , vol. 39, # 44 p. 8051 - 8054

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Citation Number: 20

Abstract

A series of variously substituted phenols was synthesized in high yields using the “cyclization-cleavage” approach. Base-catalyzed reactions between α, β-unsaturated ketones and polymer-bound acetonyl groups result in a tandem Michael addition/annulation reaction followed by elimination and rearrangement into phenols. Since all intermediates are on the resin until the last stage, the final reaction products contain only the desired ...

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