ISSN:
1434-4475
Keywords:
Formaldehyde generating reagent
;
Solvent shifts in1H-nmr
;
Spiranes
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract Mono and dispiro-1,3-dioxanes (1–3) were synthesized by the condensation of 1,2-, 1,3- and 1,4-cyclohexanedione, respectively (4–6) with bis-(hydroxymethyl)-malonic ester (7). The1H-NMR spectra prove for the mono- (2) and dispiro-1,3-dioxane (3) the existence of conformational equilibria and for the monospiro-1,3-dioxane (1) a “fixed” structure. C6D6 causes a remarkable solvent shift effect in the NMR spectra separating a superposed complex coupling pattern (in CDCl3) in two well resolved AB doublets and two AX quartets. TheE-oxime of the monospiro-1,3-dioxanone (1) represents also a “fixed” structure. Bis-(hydroxymethyl)-malonic ester (7) is a formaldehyde generating agent in the condensation reaction of dimedone with the diol7.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00800263
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