%0 Journal Article
%T Synthetic model of a new deoxybenzoin derivative from Deguelia hatschbachii A.M.G. Azevedo
%A Magalh£¿es
%A A. F.
%A Magalh£¿es
%A E. G.
%A Trazzi
%A G.
%A Moraes
%A V. R. de S.
%J Ecl¨¦tica Qu¨ªmica
%D 2005
%I Scientific Electronic Library Online
%R 10.1590/S0100-46702005000100006
%X in this paper we describe the synthesis of 2¡ä,4¡ä-dimethoxy-8-(propyl-2-one)-deoxybenzoin, a new compound employed as a model for the comparison with the respective spectral data for 6',4-dihydroxy-3'-(3,3- dimethylallyl)-2",2"-dimethylchromene(5",6":5',4')-2'-methoxy-8-(propyl-2-one) deoxybenzoin, recently isolated from deguelia hatschbachii a.m.g. azevedo. both compounds have a "propyl-2-one" group attached to c-8 of the deoxybenzoin skeleton, for which there is no precedent in the literature. the friedel-crafts reaction of 1,3-dimethoxybenzene with phenylacetyl chloride furnished 2¡ä,4¡ä-dimethoxydeoxybenzoin, that after reaction with allyl bromide gave 2¡ä,4¡ä-dimethoxy-8-(allyl)-deoxybenzoin . wacker oxidation gave the desired model compound in 15% overall yield. the corresponding spectral data reinforced the structure previously determined for the natural product.
%K deguelia hatschbachii
%K leguminosae
%K deoxybenzoin.
%U http://www.scielo.br/scielo.php?script=sci_abstract&pid=S0100-46702005000100006&lng=en&nrm=iso&tlng=en