The reduction of y-nitro-carbonyl compounds to give A'-pyrroline l-oxides is described and the reactions of several such N-oxides are reported. THE corrin nucleus, parent of the macrocyclic component of the vitamin B,, molecule, is at an oxidation level between that of the pyrroles and the Al-pyrrolines and, in our synthetical studies in this field, it became apparent that the Af-pyrroline l-oxides might offer a flexibility in synthesis somewhat greater than the parent Schiff bases.The A1-pyrroline l-oxides (I) are cyclic nitrones derivable by oxidation of hydroxylamines (11) or by cyclisation of a y-hydroxyamino-carbonyl compound (111). As R4 R4 R4 R4 . ; I J -J R S = ;:rJ +/ RS -;rio.R5 -.;I!O.R
rearrangement of acyl-stabilised ammonium ylides has been investigated with regard to stereoselectivity, intramolecularity and the formation of products in addition to the [l ,Z] rearrangement 1012
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.