Oxonium ions in organic synthesis: condensation of 2, 3-dihydrofuran and 3, 4-dihydro-2H-pyran with 1, 3-dicarbonyl compounds

R Bihovsky, MU Kumar, S Ding…

Index: Bihovsky, Ron; Kumar, Mudubagilu Udaya; Ding, Shuji; Goyal, Arun Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4291 - 4293

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Citation Number: 9

Abstract

Isolated literature precedent was found for similar reactions: 3, 4-dihydro-2H-pyran (3b) reacts with 3-hydroxy-2-cyclohexen-1-one (5c) in the presence of catalytic sulfuric acid to afford a modest yield of 2-Chlorotetrahydropyran reacts similarly with 3-hydroxy-2- cyclohexen-1-one (5c) to give a lower yield of 7c. However, yields from 2- chlorotetrahydrofuran are dismal, and acyclic@-diketones and 3-hydroxy-2-cyclopenten-1 ...