4.6 Article

Recent advances in the benzannulation of substituted 3-alkoxycarbonyl-3,5-hexadienoic acids and 3-alkoxycarbonylhex-3-en-5-ynoic acids to polysubstituted aromatics

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 13, Issue 24, Pages 6782-6791

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200700735

Keywords

annulation; aromaticity; heterocycles; natural products; polycycles

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The benzannulation reactions of substituted 3-alkoxycarbonyl-3,5-hexadienoic and 3-alkoxycarbonyl-hex-3-en-5-ynoic acids offer a straightforward access to various polysubstituted aromatic compounds. The process is very flexible, and can be applied to the regiospecific preparation of oligoaryls, naphthalenes, ring-fused heterocycles, chiral tetrahydronaphthalenes, C-aryl-glycosides and many natural products of different structure. In this Concept article, we highlight the potential of this annulation reaction by illustration of our recent contribution to this field, as well as the studies previous reported by others.

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