Tetrahedron letters

Facile access to 4-aryl-2 (5H)-furanones by Suzuki cross coupling: efficient synthesis of rubrolides C and E

J Boukouvalas, N Lachance, M Ouellet, M Trudeau

Index: Boukouvalas, John; Lachance, Nicolas; Ouellet, Michel; Trudeau, Martin Tetrahedron Letters, 1998 , vol. 39, # 42 p. 7665 - 7668

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Citation Number: 77

Abstract

The Pd (0)-catalyzed cross coupling between 4-bromo-2 (5H)-furanones and arylboronic acids provides the corresponding 4-aryl-2 (5H)-furanones in yields of 61–85%. By using this method in conjunction with furanolate chemistry, the marine antibiotics rubrolide C and E have been synthesized in highly efficient fashion (4 steps, overall yield= 61 and 56% respectively) from β-tetronic acid.

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