M. Suzuki et al.54 synthesized a series
of quinoline-based 3, 5-dihydroxyheptenoic acid derivatives from quinolinecarboxylic acid esters by
homologation, aldol condensation with ethyl acetoacetate dianion, and reduction
of 3-hydroxyketone to evaluate their ability to inhibit the enzyme 3-Hydroxy-3-methylglutaryl-coenzyme
A (HMG-CoA) reductase in vitro. Aldol condensation of 109 with ethyl acetoacetate dianion yielded racemic
5-hydroxy-3-ketoester (110) as shown
in scheme 20.
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54. M. Suzuki, H. Iwasaki, Y. Fujikawa, M. Kitahara, M. Sakashita, and R. Sakoda, Bioorg. Med.Chem., 2001, 9, 2727.
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