The monoblocking of symmetrical diketones on insoluble polymer supports
Open Access
- 1 July 1983
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 61 (7) , 1405-1409
- https://doi.org/10.1139/v83-245
Abstract
A 1% crosslinked divinylbenzene–styrene copolymer, incorporating vicinal diol groups or their isopropylidenc precursors, was used to form the monoacetals of the symmetrical diketones, p-diacetylbenzene, 1,2-cyclohexanedione, 1,3-cyclohexanedionc, 1,4-cyclohexanedione, and 2,5-hexanedione. The free ketone groups reacted with phenylmagnesium bromide to give, in high yield, after acid hydrolysis from the polymer, the expected products such as 3-phenyl-2-cyclohexen-1-one from 1,3-cyclohexanedione. The 13C nmr spectra of some polymer-bound substrates and simple analogs are described.Keywords
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