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

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
39
Issue
42
Identifiers
DOI: 10.1016/s0040-4039(98)01715-8
Disciplines
  • Chemistry

Abstract

Abstract The Pd(0)-catalyzed cross coupling between 4-bromo-2(5 H)-furanones and arylboronic acids provides the corresponding 4-aryl-2(5 H)-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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