Hydrogenation of skipped polyynoic acids and esters over Lindlar's catalyst in the presence of quinoline proceeds with optimum results in light petroleum, ethyl acetate. or acetone at room temperature, yielding the corresponding all-cis polyenoic compounds in purities of 90-99%. depending on the number of triple bonds.For hydrogenations of this type mechanistic schemes are presented. including the formation of ene-ynoic intermediates. Using Langmuir adsorption and Hinshelwood kinetics. analogue computer simulation showed a simultaneous uptake of more than one H, molecule to be an important step in the reaction route.The formation of rrr1n.s-double bonds occurs only uirr isomerization of cisdouble bonds.In our laboratory the relationship between structure, essential fatty acid activity, and rate of conversion into prostaglandins of unsaturated fatty acids and the physiological action of the prostaglandins have been studied extensively (for a review see I ) . For this study. polyenoic acids and esters with 3 to 6 all-cis skipped double bonds had been prepared by cis-hydrogenation of synthesized polyynoic a c i d P 4 .Until now they were synthesized only by reduction in the presence of Lindlar's catalyst and quinoline5, followed by purification via T L C or counter-current distribution. Although &-hydrogenation of skipped
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.