Abstract
(2R*,4R*)-2-Acetyl-2,6-diaryl-4-methyl-3,4-dihydropyrans (diastereoselectively synthesized from acetylene and ketones in one synthetic operation) undergo ring opening by aqueous NH4Cl (MeCN, 80 °C, 8 h) to afford diastereomerically pure 5-hydroxy-1,6-diketones in 48–89% yields.
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