By spectral and chromatographic studies, the chemo-, regio-and stereoselectivity of the reaction of I .2-alkadienephosphonic esters with bromine has been investigated in details. All reaction products were isolated and identified as pure compounds. It has been established that the main reaction pathways -heterocyclisation or 2.3-addition -depend strongly on the degree of substitution at C-3 carbon atom. Unlike to analogous addition reactions with sulfenyl-or selenenylchloride no 1,2-adducts have been detected. It has been proved that the 2.3-addition is highly Z-stereoselective. The probable mechanism of the reaction has been discussed.
Chromatographic and NMR-spectroscopic studies permitted the determination of the reaction pathways and stereochemistry in the case of interaction of dialkyl-l,2-alkadienephosphonates with sulfenyl chlorides. The structure of the 1.2-adducts has been verified.
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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.