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.
Recent results from our laboratory have prompted us to introduce a modification of the original
Baldwin proposal for the biosynthesis of manzamine alkaloids. In this new model, aminopentadienal
derivatives of general structures 2 or 3 can not only cyclize to give pyridinium salts such as
cyclostellettamines but also react with 5,6-dihydropyridinium salts 1 leading to species such as 6
or 7, which would be key intermediates in the syntheses of manzamine A and halicyclamine B. On
the basis of the chemistry depicted in Scheme , model reactions of dienes 9, 10, 12, and 13 with
salts 1 have been investigated. Diene 9 gave an interesting rearrangement product 15a, while
dienes 10 and 12 gave halicyclamine- and manzamine-type adducts 19 and 23, respectively. In
addition, glutaconaldehyde derivative 13 gave adduct 32 possessing some characteristic features
of sarain A.
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.