
Tetrahedron Letters p. 7665 - 7668 (1998)
Update date:2022-08-03
Topics:
Boukouvalas, John
Lachance, Nicolas
Ouellet, Michel
Trudeau, Martin
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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