Glycono-1,3-lactams, xylo Series: Stereoselective Access by (2 + 2) Cycloaddition, Exploratory Transformations, and Discovery of a New, Highly Selective Inhibitor of Glucoamylases. -Alkoxyacetylchlorides (I) and chiral imines (II) give lactams (III) with high diastereoselectivity. Several deprotection procedures are applied to these lactams to furnish the O,N-deprotected lactams. An unexpected fragmentation/rearrangement of lactam (IX) gives access to the rare class of 3,4-dihydro-2H-1,4-oxazin-3-ones (X)/(XI). -(KRAEMER, B.; FRANZ, T.; PICASSO, S.; PRUSCHEK, P.; JAEGER, V.; Synlett (1997) 3, 295-297; Inst. Org. Chem., Univ. Stuttgart,
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.