2005

QuinonesQ 0910 Studies on the Chemistry of 2-(2-Oxo-3-phenylpropyl)-benzaldehydes: Novel

Total Synthesis of 3-Phenylnaphthalen-2-ols and 2-Hydroxy-3-phenyl-1,4-naph-thoquinones. — The title aldehydes (VI) undergo intramolecular aldol condensation under basic conditions to give naphthols (VII). Oxidation of the latter compounds re-sults in a novel, efficient synthesis of 1,2-naphthoquinones (VIII), which are efficiently transformed into 1,4-naphthoquinones (IX). In addition, treatment of aldehyde (VIa) under Jones conditions affords acid (X) and isochromenone (XI). It is demonstrated, that (XI) is formed from (X) by dehydration. — (MARTINEZ, A.; FERNANDEZ, M.; ESTEVEZ, J. C.; ESTEVEZ*, R. J.; CASTEDO, L.; Tetrahedron 61 (2005) 2, 485-492; Dep. Quim. Org., Fac. Quim., Univ. Santiago de Compostela, E-15782 Santiago de Compostela, Spain; Eng.) — Klein

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