Regiospecific synthesis of mono-and bicyclic 6-alkoxy-2-pyrones and their use in the preparation of substituted aromatics, anthraquinones, and tetracyclic …
ME Jung, JA Lowe, MA Lyster, M Node, RW Pfluger…
Index: Jung; Lowe III; Lyster; et al. Tetrahedron, 1984 , vol. 40, # 22 p. 4751 - 4766
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Citation Number: 51
Abstract
Several mono-and bicyclic 6-methoxy-2-pyrones having substituents at C4 and C5 can be prepared regiospecifically by either of two routes:(1) regiospecific construction of a glutaconic half-ester followed by dehydrative cyclization, and (2) regiospecific Friedel-Crafts acylation of 6-methoxy-2-pyrones at C5. These pyrones undergo clean and regiospecific Diels-Alder cycloadditions with various unsymmetrical dienophiles, eg, quinones, ...
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